Author: tianli

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 81156-68-5, name is 2,4-Dichlorophenethyl alcohol. A new synthetic method of this compound is introduced below., name: 2,4-Dichlorophenethyl alcohol

(i) Toluene-4-sulfonic acid 2-(2,4-dichloro-phenyl)-ethyl ester This compound was prepared using a procedure analogous to that described for the preparation of Example 169 (i), using 2-(2,4-dichloro-phenyl)-ethanol as the starting material. The compound was recrystallized from n-heptane/ethyl acetate. Yield: 7.12 g MS (Cl+): m/e=345, chloro pattern.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 81156-68-5, 2,4-Dichlorophenethyl alcohol.

Reference:
Patent; Nazare, Marc; Essrich, Melanie; Will, David William; Matter, Hans; Ritter, Kurt; Wehner, Volkmar; US2003/199689; (2003); A1;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 38594-42-2, name is (2,3-Dichlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C7H6Cl2O

A solution of 21.54 g of the compound obtained in the preceding step and 18.6 ml of triethylamine in 150 ml of DCM is cooled in an ice bath, a solution of 10.4 ml of methanesulphonyl chloride in 50 ml of DCM is added dropwise at a temperature of less than 10 C. and the mixture is kept stirred while allowing the temperature to return to RT. It is concentrated under vacuum, the residue is extracted with ether, and the medium is washed twice with a buffer solution pH=2, with a saturated solution of NaCl, dried over Na2SO4 and the solvent is evaporated under vacuum. 29.25 g of the expected product are obtained.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 38594-42-2, (2,3-Dichlorophenyl)methanol.

Reference:
Patent; Emonds-Alt, Xavier; Proietto, Vincenzo; US2004/180890; (2004); A1;,
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Adding a certain compound to certain chemical reactions, such as: 155310-11-5, 3-Amino-2,2-difluoropropan-1-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, SDS of cas: 155310-11-5, blongs to alcohols-buliding-blocks compound. SDS of cas: 155310-11-5

Into a 40-mL round-bottom flask, was placed 3-amino-2, 2-difluoropropan-l-ol (1 g, 9.002 mmol, 1 equiv), DCM (10 mL), Et3N (1.37 g, 13.539 mmol, 1.50 equiv), TsCl (1.72 g, 9.002 mmol, 1.0 equiv). The resulting solution was stirred for overnight at room temperature. The resulting mixture was concentrated. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (0: 1- 1:2). This resulted in 600 mg (25.13%) of N-(2,2-difluoro- 3-hydroxypropyl)-4-methylbenzene-l-sulfonamide as a white solid. 1H-NMR- 1(300 MHz, CDCl3, ppm) d 7.76- 7.73 (d, J = 9.0 Hz, 2H), 7.35 – 7.32 (d, J = 9.0 Hz, 2H), 5.04- 5.00 (m, 1H), 3.91 – 3.83 (m, 2H), 3.46 – 3.35 (m, 2H), 2.45 (s, 3H).

The synthetic route of 155310-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NEWAVE PHARMACEUTICAL INC.; CHEN, Yi; (475 pag.)WO2020/41406; (2020); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 29194-04-5, name is 2-(Benzyl(methyl)amino)-1-phenylethanol, the common compound, a new synthetic route is introduced below. name: 2-(Benzyl(methyl)amino)-1-phenylethanol

EXAMPLE 5 Asymmetric reduction by use of (+)-2-N-benzyl-N-methylamino-1-phenylethanol: To a solution of 1.08 g (0.0284 mole) of LiAlH4 in 85 cc of ethyl ether, while being cooled in ice, was added dropwise 22 cc of an ether solution containing 6.86 g (0.0284 mole) of (+)-2-N-benzyl-N-methylamino-1-phenylethanol followed by 40 cc of an ether solution containing 6.90 g (0.0564 mole) of N-ethylaniline. After having been stirred at room temperature for 3 hours, the mixture was cooled to -78 C. To the mixture was added dropwise 55 cc of an ether solution containing 2.75 g (0.0095 mole) of (E)-1-(4-chlorphenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl-1-penten-3-one. The mixture was stirred at said temperature for 3 hours and left standing overnight at room temperature. To the mixture was then added 105 cc of 2 N hydrochloric acid to effect decomposition. The organic layer was separated, washed successively with 100 cc of a saturated aqueous sodium hydrogencarbonate solution and 100 cc of ice-cooled water, then dried over anhydrous sodium sulfate, and concentrated under reduced pressure to obtain 2.83 g of a crude product: [alpha]D24 -6.44 (c=1.05, CHCl3). A 2.8 g portion of the crude product was recrystallized three times from a cyclohexane-methanol mixture to obtain 0.82 g of (-)-(E)-1-(4-chlorophenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl-1-penten-3-ol: [alpha]D24 -14.9 (c=1.0, CHCl3).

The synthetic route of 29194-04-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Chemical Company, Limited; US4435203; (1984); A;,
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With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.81156-68-5, name is 2,4-Dichlorophenethyl alcohol, molecular formula is C8H8Cl2O, molecular weight is 191.06, as common compound, the synthetic route is as follows.Recommanded Product: 2,4-Dichlorophenethyl alcohol

Example 5 Preparation of methyl 2- [4- (2-F2. 4-DICHLOROPHENYL) ETHOXY) PHENYL- THIO]ISOBUTYRATE (ST2531) The title product was prepared according to the procedure described in Method B starting from methyl 2- (4- hydroxyphenylthio) iso-butyrate (prepared as described in example 3) (0.280 g, 1.24 mmol) and DIAD (0. 325 g, 1.61 mmol) dissolved in 3 mL of anhydrous THF and added dropwise to a solution of 2,4- dichlorophenetylalcohol (0.260 g, 1.36 mmol) and triphenylphosphine (0.422 g, 1.61 mmol) in 4 mL of anhydrous THF at 0C. The reaction was left overnight under magnetic stirring at room temperature After this period, the solvent was evaporated and the residue purified by silica gel chromatography using HEXANE/ACOET 9.6/0. 4 as eluent. 0.346 g of product were obtained (yield: 70%); Mp: 73-74C ; TLC: silica gel, eluent hexane/AcOEt 9/1, Fr: 0.26 ; 1H NMR (CDCIs, 300 MHz) B : 7.35 (m, 3H), 7.22 (m, 2H), 6.83 (d, 2H), 4.18 (t, 2H), 3.65 (s, 3H), 3.20 (t, 2H), 1.45 (s, 6H); HPLC: Column: Inertisil ODS-3 (5, UM) 4.6 x 250 mm, T: room temperature, mobile phase CH3CN/H20 85/15 (v/v), pH: as is, flow rate: 1 mL/min, 205 nm UV detector, retention time 12.58 min; KF: 0.4 % H20 ; E. A. conforming for CL9H20CL203S.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,81156-68-5, 2,4-Dichlorophenethyl alcohol, and friends who are interested can also refer to it.

Reference:
Patent; SIGMA-TAU INDUSTRIE FARMACEUTICHE RIUNITE S.p.A.; WO2004/56355; (2004); A1;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 17366-48-2, name is exo-8-Azabicyclo[3.2.1]octan-3-ol hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 17366-48-2

To a stirred solution of exo-8-azabicyclo[3.2.1]octan-3-ol hydrochloride (2.049 g, 12.52 mmol) and DIPEA (5.96 ml, 34.1 mmol) in DMF (15 ml) was added 5-bromo-2-chlorobenzenesulfonyl chloride (3.30 g, 11.38 mmol) at 0 C., the mixture was slowly rose to rt in 2 h and stirred at rt for 1 h. The solution was partitioned (EtOAc-brine). The organic layer was dried (Na2SO4), filtered and concentrated. The residue was used directly for next step. ESI-MS (M+H): 380.0, 382.0. To a mixture of the compound from Step 23a (4.3 g, 11.30 mmol) and imidazole (1.922 g, 28.2 mmol) in DMF (15 ml) was added TBSCl (2.043 g, 13.55 mmol) at 0 C. The resulting mixture was stirred overnight at rt. The solution was partitioned (EtOAc-brine). The organic layer was dried (Na2SO4), filtered and concentrated. The crude residue was chromatographed (silica, ethyl acetate/petroleum ether) to give the desired compound as a white solid (3.92 g, 70% over 2 steps). ESI-MS (M+H): 494.1, 496.1.H NMR (400 MHz, CDCl3) delta 8.21 (d, J=2.4 Hz, 1H), 7.55 (dd, J=8.4, 2.4 Hz, 1H), 7.35 (d, J=8.4 Hz, 1H), 4.27 (dd, J=4.7, 2.8 Hz, 2H), 3.95 (td, J=10.6, 5.4 Hz, 1H), 1.97 (dd, J=8.3, 4.3 Hz, 2H), 1.83 (ddd, J=13.2, 5.9, 3.1 Hz, 2H), 1.77-1.60 (m, 4H), 0.83 (s, 9H), 0.00 (s, 6H). To a stirred solution of the compound from Step 23b (1.00 g, 2.02 mmol) in THF (30.0 ml) was added a solution of 2.5 M n-BuLi (0.889 ml, 2.22 mmol) in hexanes at -78 C. and DMF (0.469 ml, 6.06 mmol). The resulting mixture was stirred at -78 C. for 30 minutes. The solution was partitioned (EtOAc-brine). The organic layer was dried (Na2SO4), filtered and concentrated. The crude residue was chromatographed (silica, ethyl acetate/petroleum ether) to give the desired compound as a white solid (250 mg, 28%). ESI-MS (M+H): 444.2, 446.2. To a stirred solution of the compound from Step 23c (340 mg, 0.766 mmol) in DMF (8.0 ml) was added trimethyl(trifluoromethyl)silane (654 mg, 4.60 mmol) at 0 C. The resulting mixture was warmed up slowly to rt and kept for 30 minutes. The solution was partitioned (EtOAc-brine). The organic layer was dried (Na2SO4), filtered and concentrated. The crude residue was taken into next step without further purification. ESI-MS (M+H): 586.1, 588.1.To a stirred solution of the compound from Step 23d (90 mg, 0.154 mmol) in MeOH (4.0 ml) was added K2CO3 (212 mg, 1.535 mmol) at 0 C. The resulting mixture was stirred at 0 C. for 1 h. The solution was partitioned (EtOAc-brine). The organic layer was dried (Na2SO4), filtered and concentrated. The crude residue was chromatographed (silica, ethyl acetate/petroleum ether) to give the desired compound as a white solid (62 mg, 79%). ESI-MS (M+H): 514.2, 516.2.To a stirred solution of the compound from Step 23e (50 mg, 0.097 mmol) in DCM (2 ml) was added Dess-Martin periodinane (61.9 mg, 0.146 mmol) at 0 C. . The resulting mixture was stirred at 0 C. for 1 h. The solution was partitioned between EtOAc and Na2S2O3 aqueous solution. The organic layer was dried (Na2SO4), filtered and concentrated. The crude residue was chromatographed (silica, ethyl acetate/petroleum ether) to give the desired compound as a white solid (40 mg, 80%). ESI-MS (M+H): 512.2, 514.2.To a stirred solution of the compound from Step 23f (15 mg, 0.029 mmol) and 3,4,5-trifluoroaniline (10.77 mg, 0.073 mmol) in toluene (1 mL) was added titanium(IV) isopropoxide (0.051 ml, 0.176 mmol). The resulting mixture was stirred at reflux (120 C.) for 15 h. The mixture was cooled to rt. Then sodium triacetoxyborohydride (18.63 mg, 0.088 mmol) was added. The mixture was stirred at rt for 1 h. The solution was partitioned (EtOAc-brine). The organic layer was dried (Na2SO4), filtered and concentrated. The crude residue was chromatographed (silica, ethyl acetate/petroleum ether) to give the desired compound as a white solid (5 mg, 27%). ESI-MS (M+H): 643.2, 645.2.To a stirred solution of the compound from Step 23g (6 mg, 9.3 mumol) in MeOH (1.0 ml) was added a solution of 4N HCl (0.12 ml, 0.47 mmol) at 0 C. The resulting mixture was stirred at 0 C. for 45 minutes. The solution was partitioned (EtOAc-brine). The organic layer was dried (Na2SO4), filtered and concentrated. The crude residue was chromatographed (silica, MeOH/DCM) to give the title compound as a white solid (4 mg, 81%). ESI-MS (M+H): =529.1, 531.1.1H NMR (400 MHz, MeOH-d4) delta 8.30 (d, J=2.2 Hz, 1H), 7.78 (dd, J=8.3, 2.2 Hz, 1H), 7.68 (d, J=8.2 Hz, 1H), 6.62-6.39 (m, 2H), 5.50 (q, J=7.5 Hz, 1H), 4.33-4.16 (m, 2H), 3.98 (dt, J=10.8, 5.1 Hz, 1H), 2.02-1.86 (m, 2H), 1.84-1.55 (m, 6H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 17366-48-2, exo-8-Azabicyclo[3.2.1]octan-3-ol hydrochloride.

Reference:
Patent; Enanta Pharmaceuticals, Inc.; Or, Yat Sun; Jin, Meizhong; Kass, Jorden; Cao, Hui; Gao, Xuri; Li, Wei; Peng, Xiaowen; Qiu, Yao-Ling; (43 pag.)US2017/217974; (2017); A1;,
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Electric Literature of 3685-27-6, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 3685-27-6, name is trans-4-(Hydroxymethyl)cyclohexanol. This compound has unique chemical properties. The synthetic route is as follows.

176b) (1 r,4r)-4-((3-Bromophenoxy)methyl)cyclohexanol A solution of 3-bromophenol (2 g, 1 1 .56 mmol), triphenylphosphine (3.03 g, 1 1 .56 mmol) and (1 r,4r)-4-(hydroxymethyl)cyclohexanol (2.5 g, 19.20 mmol) in tetrahydrofuran (THF) (150 mL) was added DIAD (2.70 mL, 1 3.87 mmol) in tetrahydrofuran (THF) (150 mL) slowly under nitrogen at 25 C. The reaction mixture was stirred at 25 C for 16 h. The reaction mixture was concentrated. The crude product was purified on silica gel chromatography (hexane:ethyl acetate = 4:1 ) to provide the title compound (1 r,4r)-4-((3- bromophenoxy)methyl)cyclohexanol (1 .2 g, 2.1 04 mmol, 18.20 % yield) as an oil. 1 H NMR (500 MHz, DMSO) delta 7.22 (t, J = 8.1 Hz, 1 H), 7.14 – 7.06 (m, 2H), 6.98 – 6.88 (m, 1 H), 4.52 (d, J = 4.4 Hz, 1 H), 3.90 – 3.73 (m, 2H), 1 .91 – 1 .75 (m, 4H), 1 .06 (dd, J = 1 8.7, 8.5 Hz, 2H), 0.84 (ddd , J = 1 3.0, 7.7, 4.6 Hz, 2H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 3685-27-6, trans-4-(Hydroxymethyl)cyclohexanol.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ASTEX THERAPEUTICS LIMITED; CALLAHAN, James Francis; KERNS, Jeffrey K.; LI, Peng; LI, Tindy; MCCLELAND, Brent W.; NIE, Hong; PERO, Joseph E.; DAVIES, Thomas Glanmor; GRAZIA CARR, Maria; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; NORTON, David; VERDONK, Marinus Leendert; WOOLFORD, Alison Jo-Anne; WILLEMS, Hendrika Maria Gerarda; (664 pag.)WO2017/60854; (2017); A1;,
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The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 55357-38-5, name is 2-Hydroxy-N,N,N-trimethylethanaminium 4-methylbenzenesulfonate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-Hydroxy-N,N,N-trimethylethanaminium 4-methylbenzenesulfonate

Fig. 2. Synthesis of the novel phospholipid analogs 1-O-DPPC and 1-O-DPPG’ with the phosphate in the C-2 position from (S)-O-benzyl glycidol. (a) C16H33OH,NaH, DMF/THF (71%); (b) i. POCl3, Et3N, DCM, ii. Pyridine, Choline tosylate EPO (65%); (c) H2, Pd/C, MeOH (99%); (d) C15H31COOH, DMAP, Et3N, DCM (83%); (e) (1-Pr)2NP(OMe)Cl, TMP, DCM; (f) i. (R)-isopropylidene glycerol, Phenyl- IH- tetrazole, DCM, ii. t-BuOOH (67% over 2 steps); (g) H2, Pd/C, MeOH (99%); (h) Palmitic acid, DMAP, DCC, DCM (92%); (i) i. CH3CN, isopropanol, Me3N, DCM, ii. HCl, MeOH, DCM, H2O, iii. NaHCO3, DCM (70%).; The unnatural PC and PG phospholipids (1-O-DPPC, 1-O-DPPG’) with the phos- phocholine and phosphoglycerol head groups linked to the C-2 position of the glyc¬ erol moiety were synthesized utilizing (S)-O-benzyl glycidol as a versatile starting material [27,28] as shown in Fig. 2. Opening of the epoxide 1 under basic condi¬ tions, using THF/DMF (1:1) as a solvent system that minimizes dimerization gave 2 in 71% yield after purification by column chromatography. The phosphorylation was performed using phosphorous oxychloride in CH2Cl2 [27], which gave 3 in 65% yield. Debenzylation under H2 atmosphere with Pd/C as catalyst followed by a sim¬ ple acylation using palmitoyl chloride gave the target 1-O-DPPC lipid. The synthe¬ sis of 1-O-DPPG’ was carried out from 2 using (1-Pr)2NPClOMe [31] as the phos- phorylation reagent. The phosphorylation using TMP as base in the lipid coupling followed by (R)-isopropylidene glycerol with 5-phenyl-lH-tetrazole as a weak pro¬ ton donor gave the protected phospholipid 4 in 67% yield after oxidation. Debenzy¬ lation followed by acylation using DCC gave 5 in 92% yield. Deprotection of lipid 5 was carried out with Me3N to remove the methyl protection group, followed by stir- ring in CH2Cl2/MeOH/0.5M HCl (65:25:4) resulting in removal of the isopro- pylidene group. Finally, the proton on the phosphate was exchanged with sodium us- EPO ing NaHCO3, which gave the desired 1-O-DPPG’ in 70% yield after purification by column chromatography. AEL-43 and AEL-44 were obtained by simple deprotec- tion. Debenzylation of 3 under H2 with Pd/C as catalyst gave AEL-43 in quantitative yield. Deprotection of 4 was carried out using Me3N, CH2Cl2/MeOH/0.5M HCl (65:25:4) as described above followed by debenzylation using H2-PdZC which gave AEL-44 in 71% yield.

With the rapid development of chemical substances, we look forward to future research findings about 55357-38-5.

Reference:
Patent; LIPLASOME PHARMA A/S; WO2006/48017; (2006); A1;,
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Application of 2987-05-5, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 2987-05-5, name is 4-(Methylamino)cyclohexanol. This compound has unique chemical properties. The synthetic route is as follows.

Example 1 N-(4-bromo-2-fluorophenyl)-N’-(4-hydroxycyclohexyl)-N,N’-dimethylureaStep 1. 4-(methylamino)cyclohexanol hydrochloride; To a suspension of lithium tetrahydroaluminate (2.70 g, 0.0711 mol) in tetrahydrofuran (120.0 mL, 1.479 mol) was added tert-butyl (4-hydroxycyclohexyl)carbamate (3.00 g, 0.0139 mol). The reaction mixture was heated at reflux overnight. After cooling to rt, the mixture was carefully quenched with successively dropwise additions of water (2.70 mL, 0.150 mol), 3.750 M of sodium hydroxide in water (2.70 mL) (15%), and water (8.100 mL, 0.4496 mol). After stirring at rt for Ih, the mixture was filtered through a pad of Celite. The filtrate was dried with magnesium sulfate and evaporated to dryness. The crude material was used directly in next step. LCMS (M+H) 130.2. The crude amine was treated with 40 mL of 4 M HCl in dioxane solution at rt for 4 h, then evaporated to dryness to afford the corresponding HCl salt (2.16 g, 93.57%).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 2987-05-5, 4-(Methylamino)cyclohexanol.

Reference:
Patent; INCYTE CORPORATION; WO2007/130898; (2007); A1;,
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With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.6214-45-5, name is (4-Butoxyphenyl)methanol, molecular formula is C11H16O2, molecular weight is 180.24, as common compound, the synthetic route is as follows.HPLC of Formula: C11H16O2

(4-butoxyphenyl)methanol (0.48 mmol, 91.3 mg) was dissolved in tetrahydrofuran (2.0 ml) and NaH (0.96 mmol, 60 %, 38.4 mg) was added in one portion. After gas evolution ceased the suspension was added to a solution of 4-nitrophenyl N-[(2,4- difluorophenyl)methyl]-N-(l-methylpiperidin-4-yl)carbamate (130 mg, 0.32 mmol) dissolved in tetrahydrofuran (2.0 ml). The mixture was stirred for 4 hours, the mixture was partitioned between diethyl ether and 0.2 M NaOH, the organic phase was collected, dried, and the crude was purified by column chromatography using silicon dioxide gel, eluting with 10-25 % methanol in ethyl acetate to afford the title compound (86 mg, yield 60 %): NMR (400 MHz, Chloroform-^) delta 7.42 – 6.97 (m, 3H), 6.97 – 6.63 (m, 4H), 5.25 – 4.96 (m, 2H), 4.58 – 4.33 (m, 2H), 4.23 – 3.72 (m, 1H), 3.96 (t, 2H), 2.85 (d, 2H), 2.25 (s, 3H), 2.13 – 1.86 (m, 2H), 1.84 – 1.41 (m, 8H), 0.98 (t, 3H); LC-MS : 447.3 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6214-45-5, (4-Butoxyphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; ACADIA PHARMACEUTICALS INC.; BURSTEIN, Ethan, S.; OLSSON, Roger; JANSSON, Karl, Erik; SKOeLD, Niklas, Patrik; WAHLSTROeM, Larisa, Yudina; BORGSTROeM, Bjoern, Gustav; VON WACHENFELDT, Henrik; BERGNER, Magnus Gustav, Wilhelm; (146 pag.)WO2019/40104; (2019); A2;,
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