Author: tianli

Adding a certain compound to certain chemical reactions, such as: 41175-50-2, 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-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, name: 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, blongs to alcohols-buliding-blocks compound. name: 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol

Method A – From US 3,932,415 7,7′-Methylenebis(2,3,6,7-tetrahydrobenzo[i,j]quinolizine-8,8′-diol)Hydrochloric acid (0.8 cm3, 32%) was added drop wise to a solution of 8-hydroxyjulolidine (3.00 g, 15.9 mmol) in methanol (16 cm3) at 5C. Formalin (0.593 cm3, 40% in water) was then added to the reaction and the resulting mixture was allowed to stand overnight at 5C. The mixture was then poured into water (50 cm3) before being neutralised with a saturated solution of sodium bicarbonate. The mixture was extracted with chloroform (3 x 40 cm3), the combined extracts were dried over sodium sulphate, filtered and the solvent removed under reduced pressure. Column chromatography (3:7 ethyl acetate/hexane) gave the target material as a colourless solid (2.11 g, 68%).deltaH (250 MHz, CDCI3): 6.68 (2H, s, CH), 3.64 (2H, s, CH2), 3.00 (8H, t, J1 = 6 Hz, CH2), 2.67 (4H, J1 = 6 Hz, CH2), 2.60 (4H1 1, J2 = 7 Hz1 CH2), 1.97 – 1.90 (8H, m, CH2); deltac (100 MHz, CDCI3): 149.3, 142.7, 127.6, 114.6, 114.5, 108.5, 50.2, 49.4, 30.9, 27.0, 22.5, 21.7, 21.2; vmax (KBr)/cm 1: 3431 , 2927, 2853, 2842, 1618, 1494, 1450, 1350, 1332, 1310, 1281 , 1270, 1153, 1132; m/z (ESI): 389.3 (100%, [M-H]+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,41175-50-2, 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, and friends who are interested can also refer to it.

Reference:
Patent; WISTA LABORATORIES LTD.; CLUNAS, Scott; STRORY, John, Mervyn, David; RICKARD, Janet, Elizabeth; HORSLEY, David; HARRINGTON, Charles, Robert; WISCHIK, Claude, Michel; WO2010/67078; (2010); A2;,
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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 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks

[0382] N-Cyclohexyl N-Methyl-2E,6E,10E-Geranylgeranyl amine (17a): To a dry reaction flask equipped with stir bar, N2 in let was placed alcohol 1 (0.145g, 0.5 mmol), t riphenylphosphine (0.196g, 0.75 m mol) and N-methylcyclohexylam ine (0.065 m L, 0.5 m mol) in anhydrous THF (1 mL). The reaction was cooled to 0 C and to it was added DIAD (0.151 g, 0.75 m mol) drop wise and the resu lting reaction was stirred at room temperatu re for overnight (~16h). After quenching it with H20 (5 m L), it was extracted with DCM (2 x 10 m L), dried over anhydrous sodiu m su lfate and the solvent was removed under a reduced pressure. The resu lting residue was chromatographed over silica gel using n-hexane and then 2-5% EtOAc in n-hexane to afford the desired amine 17a, yield : 0.072g (38%). LCMS: MS (m/z): 408.4 (M+N a).

With the rapid development of chemical substances, we look forward to future research findings about 24034-73-9.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; SERIZAWA, Hiroaki; ARGADE, Ankush B.; DATWANI, Akash; SPENCER, Natalie; PAN, Yonghua; ERMINI, Florian; WO2013/130654; (2013); A1;,
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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. 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol. A new synthetic method of this compound is introduced below., SDS of cas: 24034-73-9

[0287] 2E, 6E, 10E-Geranylgeranyl acetate (2a) (R= Methyl): A dry reaction flask equipped with a stir bar and N2 inlet was charged with Geranylgeranyl alcohol 1 (0.087 g, 0.3 mmol), triethyl amine (0.062 m L, 0.45 mmol) and dichloromethane, DCM (1 mL) and cooled to 0 C. To it was added acetyl chloride (1M solution in DCM, 0.42 mL, 0.042 mmol) drop-wise and the resulting reaction was stirred at room temperature for overnight, ~24h. The reaction was quenched with aqueous IMaHC03 solution, extracted with DCM (3 x 20 mL), the DCM extract was washed with water (20 mL), dried over anhydrous Na2S04 and solvent was evaporated u nder a reduced pressure. The resulting oily residue was purified by a silica gel colum n chromatography using n-hexa nes to 1-2% EtOAC in n-hexanes to afford a colorless liq u id of ester 2a. Yield : 0.059 mg (60%); TLC Rf: 0.58 (10% EtOAc/n-Hexanes); LCMS: MS ( m/z): 333.4 (M+H); Ret. Time: 14.13 minutes.

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, 24034-73-9, (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; SERIZAWA, Hiroaki; ARGADE, Ankush B.; DATWANI, Akash; SPENCER, Natalie; PAN, Yonghua; ERMINI, Florian; WO2013/130654; (2013); 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 96-35-5, name is Methyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of Methyl 2-hydroxyacetate

[00382] Step A: Preparation of 4-oxotetrahvdrofuran-3-carbonitrile: To a suspension of KOtBu (996.6 mg, 8.881 mmol) in THF (640.4 mg, 8.881 mmol) cooled to 0 C was added dropwise methyl 2-hydroxyacetate (675.7 iL, 8.881 mmol) and stirred for 10 minutes. The acrylonitrile (589.1 mu, 8.881 mmol) was then added and the reaction stirred at ambient temperature. After 3 hours, the reaction was diluted with H20 (50 mL), then extracted with Et20 (25 mL) to remove any starting ester. The basic aqueous phase was acidified with 2M HC1 (5 mL), then extracted with Et20 (2 x 50 mL). The combined organic phases were dried with MgS04, filtered, and concentrated to afford a light brown oil (446 mg, 45.2% yield). 1H NMR (CDC13) delta 4.63 (t, 1H), 4.24 (t, 1H), 4.14 (d, 1H), 4.02 (d, 1H), 3.57 (t, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 96-35-5.

Reference:
Patent; ARRAY BIOPHARMA INC.; BRANDHUBER, Barbara, J.; JIANG, Yutong; KOLAKOWSKI, Gabrielle, R.; WINSKI, Shannon, L.; WO2014/78322; (2014); 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.80379-31-3, name is Ethyl 3-hydroxy-2H-chromene-4-carboxylate, molecular formula is C12H12O4, molecular weight is 220.22, as common compound, the synthetic route is as follows.Safety of Ethyl 3-hydroxy-2H-chromene-4-carboxylate

The sodium metal (10 mg, 0.4 mmol) was added to absolute EtOH (400 muL) at room temperature and stirred for 30 min until the solid was dissolved. Guanidine hydrochloride (28.5 mg, 0.3 mmol) and 2a (44 mg, 0.2 mmol) were added to the solution and raise the temperature to 80 C with stirring overnight. Saturated aqueous NH4Cl solution (1 mL) was added to neutralize the reaction. The resulting mixture was extracted with EtOAc (10 mL×2), washed with brine, dried over Na2SO4, and concentrated. The residue was purified on silica gel (CH2Cl2/MeOH, 30:1) to get the product as a colorless solid (37 mg, 86%). 1H NMR (400 MHz, DMSO-d6): delta 11.80 (s, 1H), 8.38 (dd, J=1.6, 7.6 Hz, 1H), 7.05-7.02 (m, 1H), 6.94-6.90 (m, 1H), 6.84-6.82 (m, 2H), 4.75 (s, 2H), 3.17 (d, J=5.6 Hz, 1H); 13C NMR (100 MHz, DMSO-d6): delta 159.47, 158.96, 155.29, 151.39, 126.31, 124.72, 121.48, 120.70, 115.55, 101.70, 67.92 ppm; HRMS (ESI): m/z [M+H]+ calcd for C11H10N3O2 216.0773, found 216.0767.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,80379-31-3, Ethyl 3-hydroxy-2H-chromene-4-carboxylate, and friends who are interested can also refer to it.

Reference:
Article; Zhang, Xiaolin; Lei, Mei; Zhang, Yi-Nan; Hu, Li-Hong; Tetrahedron; vol. 70; 21; (2014); p. 3400 – 3406;,
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Application of 927-74-2, Adding some certain compound to certain chemical reactions, such as: 927-74-2, name is 3-Butyn-1-ol,molecular formula is C4H6O, 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 927-74-2.

General procedure: To a solution of 3-butyn-1-ol 10 (1.2 equiv.) in tert-BuOH (40 mL) and H2O (40 mL), CuSO4·5H2O (0.25 equiv.), sodium ascorbate (0.5 equiv.), aryl/alkyl azide 9 (1.1 equiv.) and triethylamine (1.0 equiv.) were added. The mixture was stirred at r.t. under N2 for 4 h, and then concentrated in vacuo. The residue was extracted with CH2Cl2 (3 × 30 mL). The organic layer was dried over MgSO4, filtered, and concentrated under reduced pressure. The obtained triazoles were used for the next reaction without further purification.

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. 927-74-2, 3-Butyn-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Giofre, Salvatore V.; Romeo, Roberto; Carnovale, Caterina; Mancuso, Raffaella; Cirmi, Santa; Navarra, Michele; Garozzo, Adriana; Chiacchio, Maria A.; Molecules; vol. 20; 4; (2015); p. 5260 – 5275;,
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Synthetic Route of 4654-39-1 ,Some common heterocyclic compound, 4654-39-1, molecular formula is C8H9BrO, 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.

Dissolve 31.6 g of iodine, 33.9 g of triphenylphosphine and 22.4 mg of imidazole in anhydrous dichloromethane (100 mL), After cooling in an ice bath for 30 minutes, 20.0 g of p-bromobenzyl alcohol was dissolved in anhydrous dichloromethane (50 mL) and quickly added dropwise to the reaction bottle.Remove the ice bath and react at room temperature for about 6 hours.Distill off the methylene chloride, add a water-methanol mixture solution (400mL, water: methanol volume ratio of 1:3), transfer to a separatory funnel, add n-heptane extraction (200mL×3), shake vigorously until the whole system is free The color is transparent and the organic layers are combined.It was dried over anhydrous sodium sulfate, and the organic solvent was distilled off to obtain a colorless transparent solid, that is, compound 11. The product was stored in the dark and the yield was 93.2%.

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. 4654-39-1, 2-(4-Bromophenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Shi Zeyu; Chen Si; Xiao Qiong; Zhang Xiang; Tian Yulin; Yin Dali; (11 pag.)CN111087358; (2020); 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.60211-57-6, name is 3,5-Dichlorobenzyl alcohol, molecular formula is C7H6Cl2O, molecular weight is 177.0279, as common compound, the synthetic route is as follows.Application In Synthesis of 3,5-Dichlorobenzyl alcohol

Step 1.Preparation of {7-[4-(3,5-Dichloro-benzyloxy)-benzylsulfanyl]-indan-4-yloxy}-acetic Acid Methyl Ester (Compound 77A) The product from Example 75C (0.42 g, 1 mmoles), (3,5-dichlorophenyl)-methanol (0.24 g, 1.3 mmoles), triphenyl phosphine (0.38 g, 1.5 mmoles), and 0.23 ML of diethyl azodicarboxylate (0.25 g, 1.5 mmoles) were dissolved in 9 ML of tetrahydrofuran.The reaction mixture was stirred at room temperature under nitrogen for 18 hrs.The reaction mixture was evaporated to give a residue, which was flash chromatographed (silica gel, 20% ethyl acetate in hexane) to afford the title compound in good purity. MS m/z 265

At the same time, in my other blogs, there are other synthetic methods of this type of compound,60211-57-6, 3,5-Dichlorobenzyl alcohol, and friends who are interested can also refer to it.

Reference:
Patent; Auerbach, Bruce J.; Bratton, Larry D.; Filzen, Gary F.; Geyer, Andrew G.; Trivedi, Bharat K.; Unangst, Paul C.; US2003/225158; (2003); A1;,
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Synthetic Route of 61439-59-6, Adding some certain compound to certain chemical reactions, such as: 61439-59-6, name is 2-(4-(Benzyloxy)phenyl)ethanol,molecular formula is C15H16O2, 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 61439-59-6.

(a) A solution of 3.51 g of methanesulfonyl chloride in 5 ml of diethyl ether was added dropwise over a period of 0.5 hour to a stirred solution of 7.0 g of 4-benzyloxyphenethyl alcohol in 20 ml of pyridine at 0° C. Stirring was continued for 2 hours while the mixture was allowed to warm to room temperature: The mixture was then partitioned between 150 ml of 2 N hydrochloric acid and dichloromethane. The organic phase was separated, washed with water, dried over sodium sulfate, filtered, and evaporated. Trituration of the residue with n-hexane brought about crystallization. The crystals were removed by filtration and dried, whereby 8.9 g (95percent) of 1-benzyloxy-4-(2-methanesulfonyloxyethyl)benzene having a melting point of 60°-64° C. were obtained.

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. 61439-59-6, 2-(4-(Benzyloxy)phenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoffmann-La Roche Inc.; US4387100; (1983); A;,
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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. 7287-81-2, name is 1-(m-Tolyl)ethanol, molecular formula is C9H12O, 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. Computed Properties of C9H12O

General procedure: Firstly, GO (0.01 g) was added into water (3 mL) and the mixturecould generate the stable colloidal suspensions under a mild ultrasonictreatment. Afterwards, the alcohol (2 mmol) and (NH4)5H5[H2(WO4)6](0.03 mmol, M=1602) were added. The mixture was stirred for 15 min atroom temperature. Subsequently, hydrogen peroxide (30 wt%, 8 mmol)was added dropwise and the mixture was heated to 70C until thereaction was fully completed (monitored by TLC). After the reactioncompleted, GO could be readily separated from the mixtures bycentrifugation, and then ethyl acetate was added to the mixture to extract organic constituents. Finally, the organic extracts were concentratedunder reduced pressure and purified by column chromatography.

With the rapid development of chemical substances, we look forward to future research findings about 7287-81-2.

Reference:
Article; Fu, Huihui; Hu, Chuanfeng; Huang, Zhida; Zhou, Jianhao; Peng, Xinhua; Synlett; vol. 29; 4; (2018); p. 447 – 451;,
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