Category: alcohols-buliding-blocks

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. 17100-64-0, name is (4-Bromo-3-methoxyphenyl)methanol, molecular formula is C8H9BrO2, 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 (4-Bromo-3-methoxyphenyl)methanol

4-Bromo-3-methoxybenzyl alcohol (2l.7 g, 0.l m) dissolved in toluene (200 ml) containing pyridine (ll.8 g, 0.l5 m) is stirred at 5° and treated with thionyl chloride (23.8 g, 0.2 m). The mixture is stirred, diluted with water and the organic layer washed with dilute hydrochloric acid, dried and concentrated in vacuo to give 4-bromo-3-methoxybenzyl chloride.

With the rapid development of chemical substances, we look forward to future research findings about 17100-64-0.

Reference:
Patent; SMITHKLINE BECKMAN CORPORATION; EP244088; (1989); A3;,
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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. 623-50-7, name is Ethyl 2-hydroxyacetate, the common compound, a new synthetic route is introduced below. Safety of Ethyl 2-hydroxyacetate

Step 1; Benzyloxy-acetic acid ethyl ether; 1 1 5 g of ethyl glycolate is dissolved in 120 ml of dry THF under an atmosphere of nitrogen and cooled to 0 4 9 g of sodium hydride is added portionwise over 40 minutes and the reaction mixture stirred at 0 for 15 minutes and then 4 3 g of tetrabutylammonium iodide is added followed by 13 3 ml of benzyl bromide The mixture allowed to warm to RT and stirred for 3 hours The reaction then quenched with 20 ml of a saturated aqueous ammonium chloride solution and the THF then removed in vacuo The residue is partitioned between EtOAc (100 ml) and H2O (150 ml) The aqueous then extracted twice with EtOAc and the combined EtOAc extracts washed with 50 ml brine then dried over magnesium sulfate, filtered and the solvent evaporated The residue is purified by flash chromatography on silica eluting with a 19 1 /so-hexane/diethyl ether to 4 1 /so-hexane/diethyl ether mixture to yield the title compound

The synthetic route of 623-50-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; WO2009/106539; (2009); A1;,
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Related Products of 178312-48-6 ,Some common heterocyclic compound, 178312-48-6, molecular formula is C7H12F2O, 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.

The above (4, 4-difluorocyclohexyl) methanol was dissolved in 5 ml of pyridine. Thereto 2.2 g of p- toluenesulfonyl chloride was added at 0C and the mixture was stirred at room temperature overnight. Thereafter, the reaction mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate, washed successively with water, dilute hydrochloric acid and aqueous saturated sodium chloride, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 3.1 g of 4, 4- difluorocyclohexylmethyl p-toluenesulfonate. 4, 4-Difluorocyclohexylmethyl p-toluenesulfonate: lH-NMR (CDC13, TMS) 5 (ppm): 1.18-1. 37 (2H, m), 1.56-1. 86 (5H, m), 2.00-2. 17 (2H, br), 2.46 (3H, s), 3. 86 (2H, d), 7. 35 (2H, d), 7.78 (2H, d).

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. 178312-48-6, (4,4-Difluorocyclohexyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2005/63694; (2005); A1;,
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Electric Literature of 932-01-4, 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.932-01-4, name is 4,4-Dimethylcyclohexanol, molecular formula is C8H16O, molecular weight is 128.21, as common compound, the synthetic route is as follows.

N,N’-carbonyldiimidazole (118 mg) was added to a mixture of 4,4-dimethylcyclohexanol (72 mg) and acetonitrile (7 ml). The reaction mixture was stirred at 45C for 1 hour, added with water and chloroform and washed with water. The organic layer was dried over sodium sulfate and the solvent was evaporated under reduced pressure. The product (190 mg) of the above (2), triethylamine (0.21 ml), 4-dimethylaminopyridine (10 mg) and DMF (5 ml) were added to the residue and the reaction mixture was heated at 80C for 1 hour. The reaction mixture was evaporated under reduced pressure, and water and chloroform were added thereto. The organic layer was dried over sodium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (elution solvent: hexane/ethyl acetate = 100/0 to 0/100 gradient) to obtain 135 mg of 4,4-dimethylcyclohexyl (S)-3-(4-benzyloxy-3-methoxybenzylcarbamoyl)-piperidine-1-carboxylate.

Statistics shows that 932-01-4 is playing an increasingly important role. we look forward to future research findings about 4,4-Dimethylcyclohexanol.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; EP2277861; (2011); 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.402-63-1, name is 1-(3-Fluorophenyl)ethanol, molecular formula is C8H9FO, molecular weight is 140.1549, as common compound, the synthetic route is as follows.Quality Control of 1-(3-Fluorophenyl)ethanol

Example 93 5-(2-(4-Hydroxy-piperidino)-ethyl)-2-methyl-1H-indole-3-carboxylic Acid-1-(3-fluorophenyl)-ethyl Ester The procedure for Example 65 was followed, substituting 1-(3-fluorophenyl)-ethanol for (S)-phenylethanol, and substituting 4-hydroxypiperidine for diethylamine. ESI+MS m/z 425 (M+1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,402-63-1, 1-(3-Fluorophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2003/64991; (2003); A1;,
Alcohol – Wikipedia,
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Synthetic Route of 558-42-9, 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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, 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.

[00296j Step 1: methyl 6-chloro-5-(2-hydroxy-2-methyl-propoxy)pyridine-2-carboxylate [00297j A solution of methyl 6-chloro-5 -hydroxy-pyridine-2- carboxylate (1.6 g, 8.3 mmol) in methanol (1.5 mL) was treated with finely ground potassium carbonate (4.6 g, 33.0 mmol). The reaction mixture was heated to 80 °C and1-chloro-2-methyl-propan-2-ol (1.7 mL, 16.5 mmol) was added. The reaction mixture was heated at 80 °C overnight. The reaction mixture was concentrated under reduced pressure. The remaining residue was suspended in water (75 mL) and extracted with ethyl acetate (2 x 75 mL). Organic layers were combined, dried over sodium sulfate, filtered and concentrated under reduced pressure. The resulting oil was purified bysilica gel colunm chromatography: 40 gram silica gel column, 0-30percent ethyl acetate/hexane gradient over 25 mm to afford methyl 6-chloro-5-(2-hydroxy-2-methyl- propoxy)pyridine-2-carboxylate (1.2 g, 54percent) was obtained as a colorless solid. ?H NMR (400 MHz, CDC13) oe 8.09 (d, J = 8.4 Hz, 1H), 7.27 (d, J = 8.4 Hz, 1H), 3.98 (s, 3H), 3.94 (s, 2H), 1.41 (s, 6H). ESI-MS mlz calc. 259.1, found 260.2 (M+1)+;Retention time: 0.99 mm (3 mm run).

According to the analysis of related databases, 558-42-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; DENINNO, Michael, Paul; ANDERSON, Corey; CONROY, Erica, Lynn; FRIEMAN, Bryan, A.; GROOTHENHUIS, Peter, Diederik Jan; HADIDA-RUAH, Sara, Sabina; HURLEY, Dennis, James; PIERRE, Fabrice Jean, Denis; SILINA, Alina; UY, Johnny; ZHOU, Jinglan; WO2015/6280; (2015); A1;,
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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, 41175-50-2, blongs to alcohols-buliding-blocks compound. Recommanded Product: 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol

General procedure: Fast Black K Salt hemi(zinc chloride) salt (dye content ~30%) (1.5 g, 1.08 mmol, 1.2equiv.) was dissolved in a mixture of NaOAc buffer (0.1 M, pH 4.0) and MeCN (1 : 1,v/v, 8 mL). The resulting mixture was stirred at rt for 10 min, then sonicated to get near complete solubilization. In another round-bottom flask, the functionalized N,Ndisubstituted aniline (0.9 mmol, 1.0 equiv.) was dissolved in MeCN (2 mL) and cooled to 0 C. The diazonium salt solution was directly filtrated and added to this tertiary aniline and the resulting mixture was stirred at rt for 2 h. The fine precipitate newly formed was recovered by filtration and washed twice with a mixture of deionized water and MeCN (1: 1, v/v). The resulting solid was then dried by lyophilization to afford the BHQ-2 derivative as an amorphous dark purple solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,41175-50-2, its application will become more common.

Reference:
Article; Chevalier, Arnaud; Renard, Pierre-Yves; Romieu, Anthony; Tetrahedron Letters; vol. 55; 50; (2014); p. 6764 – 6768;,
Alcohol – Wikipedia,
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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. 616-29-5, name is 1,3-Diaminopropan-2-ol, the common compound, a new synthetic route is introduced below. COA of Formula: C3H10N2O

Step 1[00207] l,3-diamino-2-propanol (XXXIX) (1.6 g, 17.75 mmol) was dissolved in water (3 ml/mmol, 53 mL) and then aq. 5% NaHC03 was added until pH was ~9, followed by acetone. The mixture was cooled to 0 C before adding a solution of B0C2O (7.74 g, 35.5 mmol) in acetone (2 mL/mmol, 35.5 ml) slowly dropwise over 2 h. The reaction mixture was allowed to warm to room temperature and stirred overnight. The acetone was evaporated under vacuum and the aqueous residue was washed with Et20 (x3). The organic layers were combined and dried over anhydrous MgS04. The solvent was removed under reduced pressure to give the crude product as a dark yellow oil. The crude product was crystallized from Et20/hexane to give tert- butyl 2-hydroxypropane-l,3-diyldicarbamate (XL) (3.71 g, 12.78 mmol,72% yield). 1H NMR (CDCI3) delta ppm 1.40 (s,18H), 3.06-3.27 (m, 4H), 3.61-3.67 (m, 1H), 4.00 (brs, 1H), 5.16-5.4 (m, 2H). ESIMS found for Ci3H26N205 m/z 313.6 (M+Na).

The synthetic route of 616-29-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REMPEX PHARMACEUTICALS, INC.; GLINKA, Tomasz; HIGUCHI, Robert; HECKER, Scott; EASTMAN, Brian; RODNY, Olga; WO2012/109164; (2012); A1;,
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Synthetic Route of 10602-04-7, Adding some certain compound to certain chemical reactions, such as: 10602-04-7, name is (4-Ethynylphenyl)methanol,molecular formula is C9H8O, 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 10602-04-7.

To a 40 mL glass vial with rubber septum was added 3 (1.00 g, 2.04 mmol), 4-ethynylbenzyl alcohol 4 (0.405 g, 3.06 mmol), PdCI2(PPh3)2 (86 mg, 0.123 mmol), Cul (39 mg, 0.204 mmol), /’Pr2EtN (1.06 g, 8.17 mmol) and THF (7 mL). The contents were briefly placed under vacuum, and then placed under a nitrogen atmosphere. The vial was sealed and heated at 70 °C for 16 h. After cooling to rt, the mixture was filtered through celite, washing with EtOAc, and the filtrated was concentrated under vacuum. The residue was purified by silica gel chromatography (heptane / ethyl acetate / NEt3) to give 5 (0.680 g, 62percent) as a foamy solid. 1H NMR (400 MHz, CDCI3): 3.74 (s, 6 H), 4.12 (s, 2 H), 4.53 (d, J = 4.0 Hz, 2 H), 5.29 (t, J = 4.0 Hz, 1 H), 6.93 (dd, J = 8.0 Hz, 4 H), 7.19 – 7.58 (m, 17 H).

According to the analysis of related databases, 10602-04-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; BARYZA, Jeremy Lee; BLOMMERS, Marcel; FERNANDEZ, Cesar; GENO, Erin; GOSSERT, Alvar; GREENIDGE, Paulette; HUESKEN, Dieter; HUNZIKER, Juerg; NATT, Francois Jean-Charles; PATNAIK, Anup; PATTERSON, Andrew; RONDEAU, Jean-Michel Rene; WEILER, Jan; ZHU, Meicheng; WO2015/51045; (2015); A2;,
Alcohol – Wikipedia,
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