Category: alcohols-buliding-blocks

Reference of 2568-33-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 2568-33-4, name is 3-Methylbutane-1,3-diol, molecular formula is C5H12O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: 5-bromo-2-chloropyrimidine (1.0 equiv.) was solvated in DMF (0.2 M) along with the appropriate diol (2.0 equiv.). 60% sodium hydride in mineral oil (3.0 equiv.) was added to the reaction mixture portion-wise at 0 C, then the reaction mixtureallowed to warm to room temperature and stirred for 30 minutes. The reaction mixture was then quenched with saturated ammonium chloride and diluted with EtOAc. The organic layer was washed with 10% aqueous LiC1 solution (3x), brine (lx), dried with sodium sulfate, filtered and concentrated. The resulting residue was dissolved in methylene chloride before being purified by silica gel chromatography to provide thedesired material.; This intermediate was prepared according to Procedure A from3-methylbutane-1,3-diol. Intermediate I-bOA was afforded in 68% yield after silica gel chromatography. LC-MS: Method H, MS (ESI) m/z: 263.0. ?H NMR (400MHz, CDC13)8.55 (s, 2H), 4.56 (t, J=6.8 Hz, 2H), 2.05 (t, J=6.8 Hz, 2H), 1.34 (s, 6H).

According to the analysis of related databases, 2568-33-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHANG, Xiaojun; PRIESTLEY, Eldon Scott; BATES, J. Alex; HALPERN, Oz Scott; REZNIK, Samuel Kaye; RICHTER, Jeremy M.; (1137 pag.)WO2018/13774; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 768-95-6, Adamantan-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, 768-95-6, blongs to alcohols-buliding-blocks compound. name: Adamantan-1-ol

General procedure: The substrate (alcohol, phenol or amine; 1.0 mmol) was treated with Ac2O (2.0 mmol) in the presence of P(4-VPH)ClO4 (50 mg) at room temperature under solvent-free conditions and magnetic stirring. After completion of the reaction as indicated by TLC, the mixture was diluted with Et2O (25 ml) and the catalyst allowed to settle down. The supernatant ethereal solution was decanted off, the catalyst washed with Et2O (2 ml) and the combined ethereal solution concentrated under vacuum to afford the product, identical(mp, IR, 1H and 13C NMR, and GC-MS) to an authentic sample of acetylated product. The recovered catalyst was dried at 50 C under vacuum for 2 h. The recovered catalyst, after drying, was reused for four more consecutive acetylation reactions of benzyl alcohol (1.0 mmol) affording 96, 96, 94, and 94% yields, respectively, in 22, 23, 23, and 25 min (Scheme 2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,768-95-6, its application will become more common.

Reference:
Article; Khaligh, Nader Ghaffari; Journal of Molecular Catalysis A: Chemical; vol. 363-364; (2012); p. 90 – 100;,
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Reference of 7073-69-0, 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.7073-69-0, name is 2-(2-Bromophenyl)propan-2-ol, molecular formula is C9H11BrO, molecular weight is 215.087, as common compound, the synthetic route is as follows.

In a 250 mL three-necked flask, 0.03 mol of dibenzofuran-2-amine, 0.04 mol, was added under nitrogen.2-(2-Bromophenyl)propan-2-ol, 150 mL of toluene was stirred and mixed, then 0.05 mol of sodium t-butoxide, 0.0015 mol of Pd2 (dba) 3, 0.0015 mol of tri-tert-butylphosphine, and heated to 115 C, Reflow reaction for 24 hours; naturally cool to room temperature, filter, filterThe liquid was subjected to vacuum distillation (-0.09 MPa, 85 C), and passed through a neutral silica gel column to obtain2-(2-(dibenzo[b,d]furan-2-ylamino)phenyl)propan-2-ol

The chemical industry reduces the impact on the environment during synthesis 7073-69-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Miao Kangjian; Zhang Zhaochao; Zhang Xiaoqing; Li Chong; (43 pag.)CN108164470; (2018); A;,
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Adding a certain compound to certain chemical reactions, such as: 16369-21-4, 2-(Propylamino)ethanol, 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, 16369-21-4, blongs to alcohols-buliding-blocks compound. Formula: C5H13NO

A mixture of 2-(propylamino)ethanol (41 mg, 0.397 mmol) and (R)-1-(3-((3′-(3- bromopropoxy)-2,2′-dimethyl-[1,1′-biphenyl]-3-yl)oxy)propyl)pyrrolidin-3-ol (20 mg, 0.043 mmol) in methanol (1.0 mL) and N,N-diisopropylethylamine (40 muL, 0.229 mmol) was heated at 65-70 C for 72 h. The crude material was purified via preparative LC/MS with the following conditions: Column: XBridge C18, 19 x 200 mm, 5-mum (0379) particles;Mobile Phase A: 5:95 acetonitrile: water with 10-mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile: water with 10-mM ammonium acetate; Gradient: 20- 60% B over 15 minutes, then a 5-minute hold at 100% B; Flow: 20 mL/min to give the pure title compound: (12.5 mg, 59%). LC/MS Condition E: ret time 1.27 min; m/e = 485 (M+H)+; LC/MS Condition F: ret time 1.22 min; m/e = 485 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,16369-21-4, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; YEUNG, Kap-Sun; GRANT-YOUNG, Katharine A.; ZHU, Juliang; SAULNIER, Mark G.; FRENNESSON, David B.; LANGLEY, David R.; HEWAWASAM, Piyasena; WANG, Tao; ZHANG, Zhongxing; MENG, Zhaoxing; SUN, Li-Qiang; MULL, Eric; SCOLA, Paul Michael; (370 pag.)WO2018/44963; (2018); A1;,
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As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 217479-60-2, name is 2,4,6-Trichlorobenzyl alcohol, molecular formula is C7H5Cl3O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Application In Synthesis of 2,4,6-Trichlorobenzyl alcohol

Tert-butyl 4-{6-[(2,4,6-trichlorophenyl)methoxy]-2H-spiro[l- benzofuran-3,4′-piperidine]-l’-yl}butanoate. To a solution of (2,4,6- trichlorophenyl)methanol (164.5 mg; 0.78 mmol) and tert-butyl 4-{6-hydroxy- 2H-spiro[l-benzofuran-3,4′-piperidine]- l’-yl}butanoate (250 mg; 0.62 mmol) in dichloromethane (20 mL) was added triphenylphosphine (204 mg; 0.78 mmol), followed, after 30 minutes by DIAD (0.15 mL; 0.78 mmol). Subsequently, the resulting mixture was stirred at RT overnight, and concentrated in vacuo. Subsequently, the reaction mixture was partitioned between 5% aqueous NaHC03 solution and EtOAc. The layers were separated and the organic layer was dried (Na2S04), filtered, and concentrated. The residue was purified by column chromatography (S1O2, Et20: hexanes 1:2) to afford the product (174 mg, 52%). Rt 1.59 min (System B), [M+H]+ 542.0.

With the rapid development of chemical substances, we look forward to future research findings about 217479-60-2.

Reference:
Patent; ABBOTT HEALTHCARE PRODUCTS B.V.; STOIT, Axel; IWEMA BAKKER, Wouter, I.; COOLEN, Hein K.A.C.; VAN DONGEN, Maria J.P.; LEFLEMME, Nicolas J.-L.D.; WO2012/4378; (2012); A1;,
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Reference of 7589-27-7, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 7589-27-7 as follows.

To a stirring solution of 4-fluorophenylethyl alcohol (110 g, 184.8 mmol) in dry DMSO (800 mL) triethylamine (220 mL, 1589.2 mmol) was added dropwise. The temperature was maintained at 15 C. stirring under N2. A solution of pyridine sulfur trioxide (253 g, 1589.2 mmol) in dry DMSO (900 mL) was added dropwise to the reaction keeping the temperature below 25 C. The subsequent mixture was stirred at 15 C. for 1.5 h. After this time, 1N HCl (aqueous) was added carefully until the mixture reached pH 4.3. The reaction mixture was extracted with MTBE, the organic layer dried and evaporated to give 4-fluorophenylacetaldehyde (110.8 g) as yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7589-27-7, its application will become more common.

Reference:
Patent; Callahan, James Frances; Li, Yue Hu; US2006/116419; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 140373-17-7, 2-Amino-2-(4-fluorophenyl)ethanol, 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, 140373-17-7, blongs to alcohols-buliding-blocks compound. name: 2-Amino-2-(4-fluorophenyl)ethanol

step 1 4- (4-fluorophenyl) oxazolidin-2-one2-amino-2- (4-fluorophenyl) ethan-1-ol 600mg and diethyl carbonate 914mg potassium carbonate 80mg It was suspended in, and stirred for 2.5 hours at 130 , further stirred for 2.5 hours at 100 , except for the ethanol to produce.The reaction mixture was diluted with ethyl acetate, washed successively with water and saturated brine, and dried with magnesium sulfate.Under reduced pressure, the solvent was distilled off, to give the title compound 610mg as a pale yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,140373-17-7, its application will become more common.

Reference:
Patent; NIPPON SHINYAKU COMPANY LIMITED; FUJIHARA, HIDETAKA; ASAKI, TETSUO; HORI, KATSUTOSHI; NAITO, HARUNA; (146 pag.)JP5668756; (2015); B2;,
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Synthetic Route of 62285-58-9, 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.62285-58-9, name is (2,6-Dimethylphenyl)methanol, molecular formula is C9H12O, molecular weight is 136.19, as common compound, the synthetic route is as follows.

To a solution of 2,6-dimethylbenzyl alcohol (456 mg, 3.35 mmol) and triethylamine (0.560 mL, 4.02 mmol) in dichloromethane (CH2Cl2, 15 mL) was added methanesulfonyl chloride (0.258 mL, 3.68 mmol) under ice-cooling and the mixture was stirred for one hour. Thereto was subsequently added lithium bromide (LiBr, 582 mg, 6.70 mmol) under ice-cooling, and the mixture was warmed to room temperature and the mixture was stirred for 2 hours. Thereto was added water to quench the reaction and the reactant was extracted with ethyl acetate and the organic layer was washed twice with water. The organic layer was dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography to give the title compound 364 mg as colorless oils. 1H-NMR delta (DMSO-d6); 2.37 (6H, s), 4.71 (2H, s), 7.04-7.16 (3H, m).

Statistics shows that 62285-58-9 is playing an increasingly important role. we look forward to future research findings about (2,6-Dimethylphenyl)methanol.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; EP1736467; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 504-63-2, 1,3-Propanediol, 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, 504-63-2, blongs to alcohols-buliding-blocks compound. Recommanded Product: 504-63-2

Propane-1,3-diol (5.0 g, 65.78 mmol) was taken in 50 mL of dry THF. Next, NaH (60% dispersion in mineral oil, 2.49 g, 65.78 mmol) was added in portions at 0 C. The reaction mixture was stirred at 0 C for 30 min. Tetrabutylammonium iodide (TBAI) (1.6 g, 0.66 mmol) was added to it followed by the addition of 4-methoxybenzylbromide (13.2 g, 65.78 mmol) in THF (50 mL). The reaction mixture was stirred for a further 2 h at room temperature. Ice water (15 mL) was added carefully to the reaction mixture to quench any excess of NaH. The reaction mixture was extracted with EtOAc (50 mL). The organic layer was washed with water (15 mL) and brine (20 mL). Evaporation and purification by means of silica gel chromatography (EtOAc/hexane = 20:80) afforded compound 8 (11.6 g, 90%) as a colorless liquid. IR: nu 3393, 1613, 1513, 1462, 1248 cm-1; 1H NMR (200 MHz, CDCl3): 7.22 (2H, d, J = 8.0 Hz), 6.83 (2H, d, J = 8.0 Hz), 4.41 (2H, s), 3.79 (3H, s), 3.70 (2H, d, J = 7.0 Hz), 3.56 (2H, d, J = 7.0 Hz), 2.52 (1H, br s), 1.86-1.74 (2H, m); 13C NMR (50 MHz): delta; ESIMS: m/z 197 [M+H]+, Anal. Calcd for C11H16O3: C, 67.35; H, 8.16. Found: C, 67.46; H, 8.11.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,504-63-2, its application will become more common.

Reference:
Article; Das, Biswanath; Nagendra, Siddavatam; Reddy, Cheruku Ravindra; Tetrahedron Asymmetry; vol. 22; 11; (2011); p. 1249 – 1254;,
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Electric Literature of 112-47-0 ,Some common heterocyclic compound, 112-47-0, molecular formula is C10H22O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

EXAMPLE 1 To a mixture of 1,10-decanediol (35.73g, 0.205 mol) and toluene (700 mL) was added concentrated HBr (29 mL of 47% aqueous solution, 0.24 mol). The heterogeneous mixture was stirred and heated at reflux for 36 hours. TLC analysis indicated substantial amounts of 1,10-decanediol still remained. Thus a further quantity of HBr (15 mL, 0.12 mol) was added and the mixture was heated at reflux for further 36 h, at which time TLC analysis showed no diol remaining. The reaction mixture was allowed to cool to room temperature and the phases were separated. The organic layer was concentrated by evaporating the toluene and diluted with ethyl acetate and washed with water, sodium bicarbonate and brine. Then the organic layer was dried over Na2SO4 and concentrated to yellow liquid and purification of this crude reaction mixture by column chromatography provided pure 10-bromodecanol (43.0 g) in 90% yield.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 112-47-0, 1,10-Decanediol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Council of Scientific and Industrial Research; EP1818336; (2007); A1;,
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