Category: alcohols-buliding-blocks

Application of 19819-98-8, 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.19819-98-8, name is 2-(o-Tolyl)ethanol, molecular formula is C9H12O, molecular weight is 136.19, as common compound, the synthetic route is as follows.

General procedure: To a mixture of caffeic acid fine powder (1.0 g, 5.56 mmol, 1.0 equiv.),alcohol (5.56 mmol, 1.0 equiv.) in nitromethane (125 mL) was addedytterbium triflate (34.4 mg, 0.056 mmol, 0.01 equiv.). After 5 min inan ultrasonic bath the mixture without protective gas was stirred ona 120 C oil bath for a given time. The reaction mixture was cooled toroom temperature, washed with deionised water (30 mL), 2% NaHCO3(30 mL) and brine, dried over anhydrous Na2SO4 and evaporated underreduced pressure to give the crude product, which was purified on asilica gel column to give the compounds 1-5 and 8-30.

Statistics shows that 19819-98-8 is playing an increasingly important role. we look forward to future research findings about 2-(o-Tolyl)ethanol.

Reference:
Article; Xie, Dongsheng; Yang, Fengzhi; Xie, Jin; Zhang, Man; Liu, Wenlu; Fu, Lei; Journal of Chemical Research; vol. 38; 11; (2014); p. 695 – 700;,
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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. 42514-50-1, name is 3-Amino-3-methylbutan-1-ol, the common compound, a new synthetic route is introduced below. Application In Synthesis of 3-Amino-3-methylbutan-1-ol

3-CHLORO-N-(5-{[7-(3-CHLOROPROPOXY)-6-METHOXYQUINAZOLIN-4-YL] AMINO} PYRIDIN-2- yl) benzamide hydrochloride (1.07 g, 2.00 MMOL), 3-AMINO-3-METHYLBUTANOL (1.03 g, 10.0 mmol) and potassium iodide (32 MG, 0.2 mmol) in dimethylacetamide (2.5 ml) was heated at 80 C for 4 days. The mixture was cooled, diluted with dichloromethane (25 ml) and the solution absorbed onto silica gel. Purification by flash chromatography, eluting with dichloromethane: methanol: aqueous ammonia (100: 5: 0.5 to 100: 25 : 2), yielded 3-chloro-N- {5- [ (7- {3- [ (3-hydroxy-1, 1-dimethylpropyl) AMINO] PROPOXY}-6-METHOXYQUINAZOLIN-4- yl) AMINO] PYRIDIN-2-YL} BENZAMIDE as a pale yellow solid (804 mg, 71 % yield): IH-NMR (DMSO-d6): 10.92 (br s, 1H), 9.68 (s, 1H), 8. 80 (s, 1H), 8.48 (s, 1H), 8.29 (d, 1H), 8.19 (d, 1H), 8.08 (s, 1H), 8.00 (d, 1H), 7.88 (s, 1H), 7.66 (d, 1H), 7. 55 (dd, 1H), 7.20 (s, 1H), 4.20 (t, 2H), 3.97 (s, 3H), 3.50 (M, 2H), 2.74 (t, 2H), 1.94 (M, 2H), 1.57 (m, 2H), 1.07 (s, 6H) MS (-ve ESI): 563 (M-H)-, MS (+ve ESI): 565 (M+H)+.

The synthetic route of 42514-50-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/58782; (2004); A1;,
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Related Products of 454-91-1, 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. 454-91-1, name is 1-[3-(Trifluoromethyl)phenyl]ethanol, molecular formula is C9H9F3O, 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.

Example 13 Separation of rac.-3-(trifluoromethyl)phenylethanol using a chiral selector generated from (4R,5R)-bis(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolane and Al(O-isopropyl)3 (selector:alcohol ratio 1:1) 13.0 mmol (6.0 g) of (4R,5R)-bis(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolane and 13.0 mmol (2.62 g) of aluminum triisopropoxide are put into 40 ml of diphenyl ether in a glove box. The resulting suspension is stirred under protective gas at 90 C. for 60 min. This is followed by addition of 13 mmol (2.50 g) of racemic 1-(3-trifluoromethylphenyl)ethanol and stirring for a further 10 min. Subsequently, the resulting isopropanol is distilled out under about 20 mbar. Then, at 1 mbar and 90 C., 1.25 g of a mixture of the enantiomers of 1-(3-trifluoromethylphenyl)ethanol as distillate are obtained. Investigation of the distillate by chiral gas chromatography (BGB-Analytikvertrieb BGB-174S) revealed an enantiomeric excess of 27.8%.

According to the analysis of related databases, 454-91-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BASF SE; US2009/30235; (2009); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1805-32-9, 3,4-Dichlorobenzyl alcohol, 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, 1805-32-9, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

Preparation of Examples 6-18 – 6-22 Preparation of 3,4-dichlorobenzyl 2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2- yl)ethylcarbamate (6-22)A solution of carbonyl diimidazole (53 mg, 0.30 mmol) in anhydrous methylene chloride (1 mL) was added slowly to a solution of 3,4-dichlorobenzyl alcohol (49 mg, 0.30 mmol) in anhydrous methylene chloride (1 mL) at 0 C under nitrogen. The mixture was warmed to room temperature after which a suspension of 2- (5,6,7,8-tetrahydro-1 ,8-naphthyridin-2-yl)ethanamine hydrochloride (64 mg, 0.30 mmol) and resin-bound diisopropylethylamine (225 mg, 0.90 mmol) in anhydrous methylene chloride (2 mL) was added. The mixture was stirred for 2 h after which the solids were removed by filtration and the solvents were removed from the filtrate under reduced pressure. The residue was purified by flash column chromatography on silica gel, eluting with methanol/methylene chloride (1 :19), to provide 3,4-dichlorobenzyl 2-(5,6,7,8-tetrahydro-1 ,8- naphthyridin-2-yl)ethylcarbamate (39 mg, 34%) as a white solid: 1H NMR (300 MHz, CDCI3) delta 7.48-7.38 (m, 2H), 7.17 (d, 1H), 7.07 (d, 1H), 6.34 (d, 1H), 5.65 (br s, 1 H), 5.06 (S1 2H), 4.78 (br s, 1 H), 3.57-3.45 (m, 2H), 3.45-3.36 (m, 2H), 2.78-2.65 (m, 4H), 1.97-1.86 (m, 2H) ppm; ESI MS m/z 380 .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1805-32-9, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; SHIPPS, Gerald, W., Jr.; CHENG, Cliff, C.; ACHAB, Abdelghani, Abe; YAO, Zhiping; WHITEHURST, Charles, E.; ZHANG, Mingxuan; YANG, Xianshu; HERR, Robert, Jason; ZYCH, Andrew, John; ROY, Sudipta; YANG, Jinhai; WO2010/57101; (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 79418-41-0, name is 3-Amino-7-hydroxy-2H-chromen-2-one. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 3-Amino-7-hydroxy-2H-chromen-2-one

General procedure: To a solution of 3-amino 7-hydroxycoumarin (1.0 eq) in dimethylformamide (DMF) (20 mL) was added anhy. K2CO3 (2.5 eq) and stirredat room temperature for 10-15 min. To this mixture, alkyl bromide(1.0 mmol) was added and resulting solution was stirred at room temperature(rt) for 22-24 h. The completion of reaction was checked byTLC. After completion of reaction, the reaction mixture was pouredinto ice-cold water to give solid. The solid was filtered, washed withwater, dried and recrystallized from ethanol to give compound 13 asoffwhite solid. These compounds 14a-lwere directly used for next step.

With the rapid development of chemical substances, we look forward to future research findings about 79418-41-0.

Reference:
Article; Durgapal, Sunil Dutt; Soni, Rina; Soman, Shubhangi S.; Prajapati; Journal of Molecular Liquids; vol. 297; (2020);,
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Application of 946122-05-0, Adding some certain compound to certain chemical reactions, such as: 946122-05-0, name is (2-Amino-4-bromophenyl)methanol,molecular formula is C7H8BrNO, 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 946122-05-0.

Step 3. A solution of (2-amino-4-bromo-phenyl)-methanol (1.53 g, 7.57 mmol) in pyridine (15 mL) was treated with 5-chloro-2-methoxybenzenesulfonyl chloride (1.85 g, 7.57 mmol) at room temperature and stirred for 72 h, then poured upon ice-cold 2 M aq. hydrochloric acid solution and extracted with ethyl acetate. The organic layer was washed with brine, dried (MgSO4), and evaporated to produce a gummy residue, from which the product was precipitated by addition of toluene. The precipitate was collected by filtration and dried to afford N-(5-bromo-2-hydroxy-methyl-phenyl)-5-chloro-2-methoxy-benzenesulfonamide (2.51 g, 82percent). Off-white solid, MS (ISP)=404.2 (M-H)-.

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. 946122-05-0, (2-Amino-4-bromophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ackermann, Jean; Bleicher, Konrad; Ceccarelli, Simona M.; Chomienne, Odile; Mattei, Patrizio; Sander, Ulrike Obst; US2007/191603; (2007); A1;,
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Synthetic Route of 112-27-6 , The common heterocyclic compound, 112-27-6, name is 2,2′-(Ethane-1,2-diylbis(oxy))diethanol, molecular formula is C6H14O4, 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.

Compound 6-1 (235 g, 1.57 mol) was dissolved in 500 mL of tetrahydrofuran, then potassium hydroxide (41.2 g, 0.57 mmol, 82% w/w) was added, and then p-toluenesulfonyl chloride 6-2 (100 g, 0.52 mol) was added in batches, and the mixture was stirred at room temperature for 5 hours. The reaction solution was poured into 1200 mL of water, and extracted with ethyl acetate (400 mL*3). The extract liquid was combined and washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure and purified by silica gel column chromatography, with an eluent (petroleum ether:ethyl acetate=1:1), to obtain the target product 6-3 (118 g, 75%) as a colorless oil. LC-MS: m/z=305[M+H]+.

The synthetic route of 112-27-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenzhen China Resources Gosun Pharmaceutical Co., Ltd.; Jiang, Xiongjie; Huang, Quanhua; Yang, Zhanao; (43 pag.)US2017/2028; (2017); 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.403-41-8, name is 1-(4-Fluorophenyl)ethyl Alcohol, molecular formula is C8H9FO, molecular weight is 140.16, as common compound, the synthetic route is as follows.SDS of cas: 403-41-8

Dissolve 1-(4-fluorophenyl)ethanol (1.24 g, 8.85 mmol) in n-hexane (29.5 mL),CAL-B (195 mg), vinyl acetate (1.60 mL, 17.7 mmol) and triethylamine (0.0710 mL, 0.885 mmol) were added.The reaction mixture was stirred at room temperature for 12 hours. The mixture was filtered to remove impurities and reduced pressure to remove solvent. The mixture was purified by silica gel column chromatography (n-hexane / EtOAc = 8: 1, Rf = 0.25 (n-hexane / EtOAc = 4: 1)) and purified.(S)-1-(4-fluorophenyl)ethan-1-ol (574 mg, 46%) was obtained as a colorless oil (Formula 9)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,403-41-8, 1-(4-Fluorophenyl)ethyl Alcohol, and friends who are interested can also refer to it.

Reference:
Patent; ERICA Industry-University Cooperation Foundation of Hanyang University; Min Seon-jun; Kim Ju-hyeon; Chu Hyeon-a; Cho Yong-seo; Lee Jae-gyun; Bae Ae-nim; (23 pag.)KR2019/115976; (2019); 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. 13807-89-1, name is 2-((4-Methoxybenzyl)oxy)ethanol, molecular formula is C10H14O3, 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. Safety of 2-((4-Methoxybenzyl)oxy)ethanol

Dissolve 3.7ml of oxalyl chloride in dichloromethane (75ml) and control the temperature to -70 C.Dissolve dimethyl sulfoxide (6.4 ml) in dichloromethane (10 ml) and slowly dropwise.After completion of the dropwise addition, the reaction was performed for 1 hour.6 g (33.0 mmol) of 2- (4-methoxybenzyloxy) ethanol was dissolved in dichloromethane (5 ml) and slowly added. After two hours of reaction, triethylamine (12.5 ml) was slowly added dropwise.After 30 minutes of reaction, the temperature reduction device was removed and the temperature was raised to zero degrees.3N HCl was added slowly, extracted, and the organic layers were combined. With 1N HCl,Saturated sodium bicarbonate solution, washed with saturated brine, dried,The organic solvent was spin-dried to obtain 5 g of product.

With the rapid development of chemical substances, we look forward to future research findings about 13807-89-1.

Reference:
Patent; Nanjing Gurui Biological Technology Co., Ltd.; Mei Yan; (56 pag.)CN110734456; (2020); A;,
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Application of 534-03-2, Adding some certain compound to certain chemical reactions, such as: 534-03-2, name is 2-Aminopropane-1,3-diol,molecular formula is C3H9NO2, 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 534-03-2.

General procedure: A stirred solution of 2-amino-1,3-propanediol (serinol) 1 (1 eq) andtriethylamine in MeOH (10 ml) was cooled at 220C and treateddropwise with a solution of the corresponding acyl chloride (1.1 eq) intetrahydrofurane (THF) (5 ml). The reaction mixture was allowed towarm to room temperature and stirred overnight. Then it was pouredinto brine and extracted with dichloromethane (3 10 ml). Thecombined organic phases were washed with brine, dried over MgSO4,and concentrated under reduced pressure. The residue was purified byflash column chromatography on silica gel using as eluent EtOAc/MeOH (10:1 to 7:1) to provide the corresponding N-acyl serinolderivatives.

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. 534-03-2, 2-Aminopropane-1,3-diol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Gomez de Cedron, Marta; Vargas, Teodoro; Madrona, Andres; Jimenez, Aranza; Perez-Perez, Maria-Jesus; Quintela, Jose-Carlos; Reglero, Guillermo; San-Felix, Ana; Ramirez de Molina, Ana; Journal of Pharmacology and Experimental Therapeutics; vol. 366; 2; (2018); p. 377 – 389;,
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