Month: February 2021

Reference of 33036-62-3, 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. 33036-62-3, name is 4-Bromo-1-butanol, molecular formula is C4H9BrO, 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.

Crude product 4-bromo-butanol was dissolved in DCM (500 ml) and dried over Na2SO4 and p-TosOH (500 mg) was added. Dihydropyran (1181 ml) was added dropwise at 0 C. and during the addition the temperature was kept under 8 C. The reaction was allowed to reach RT overnight, washed with saturated NaHCO3 solution (2¡Á300 ml) and brine (9.3 I). The aqueous layers were washed with TBME (300 ml) and the combined organic layers were dried over anhydrous K2CO3. The mixture was filtered off and the solvent was removed on the rotary evaporator. This yielded 593 g (yield=25% over 2 steps). The obtained 4-bromo-butanol-THP ether was filtrated twice over SiO2 (DCM with 1% MeOH). Finally, the compound was purified by column chromatography (20 I SiO2, DCM with 1% MeOH). This yielded 220.6 g of 2-(4-Bromo-butoxy)-tetrahydro-pyran (yield=9.3% over 2 steps) as a TLC-pure light yellow oil.

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 33036-62-3, 4-Bromo-1-butanol.

Reference:
Patent; Solvay Pharmaceuticals GmbH; US2005/192263; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 163119-16-2, 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. 163119-16-2, name is 2,6-Di-tert-butyl-4-methylcyclohexanol, molecular formula is C15H30O, 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.

Cyanoacetic acid 46.8 g (0.55 mol), toluene 320ml was added to 2,6-di-tert-butyl-4-methylcyclohexanol 113 g (0.5 mol), subjected to stirring at room temperature, whereas, pyridine 43 .5g the (0.55mol) was dropped. Then, dropping acetic anhydride 112.3g (1.1mol), it was 15 hours heated and stirred at 60C. After completion of the reaction, the reaction solution, sodium hydrogen carbonate of 95g, poured slowly with stirring in an aqueous solution consisting of water 750ml. Then, extracted with ethyl acetate of 250ml, after concentrating the ethyl acetate layer, the methanol 400ml added to the residue, after being heated and dissolved at 60C , to precipitate a crystal was cooled to 0C It was. The crystals were filtered, washed with water, by performing the methanol wash, to afford intermediate 4 135g (92% yield).

According to the analysis of related databases, 163119-16-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FUJIFILM CORPORATION; SASAKI, DAISUKE; (63 pag.)JP5908824; (2016); B2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 111-32-0, 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. 111-32-0, name is 4-Methoxybutan-1-ol. A new synthetic method of this compound is introduced below.

Example A. 22 Preparation of intermediate (66) 4-Methoxy-l-butanol (0. 9 mol) was stirred in DCM (1500 ml) and triethylamine (1.35 mol) was added, then methylsulfonyl chloride (1. 1 mol) was added dropwise (temperature rise up to 40 C) and the reaction mixture was stirred for 2 hours at room temperature. The mixture was washed with water. The organic layer was separated, dried and the solvent was evaporated, then co-evaporated with toluene, yielding 167 g of intermediate (66).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,111-32-0, 4-Methoxybutan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2005/3122; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 261723-32-4, 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 261723-32-4, name is (3-Bromo-2-fluorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

Pyridinium chlorochromate (22.3 g, 103 mmol, 1.91 eq) was dissolved in DCM (140 mL) and 4 Molecular Sieves (22.3 g) were added to the solution. The reaction mixture was stirred for 30 minutes. A solution of benzyl alcohol 40 (11 g, 54 mmol, 1 eq) in DCM (140 mL) was added dropwise over the course of 5 min. The orange reaction mixture immediately turned dark brown upon addition of alcohol. After stirring for 30 min, the reaction mixture was diluted with 70% Hexane/EtOAc solution (250 mL) and filtered through a plug of silica gel (150 g). The silica gel was washed with Hexane/EtOAc (500 mL), and concentrated in vacuo to afford 9.8 g of aldehyde 41 as a white solid. Yield 70% over 2 steps.

According to the analysis of related databases, 261723-32-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Infinity Discovery, Inc.; US2008/114167; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 558-42-9, 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.558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, molecular weight is 108.5667, as common compound, the synthetic route is as follows.

Example 298 Preparation of Compound Nos. II-84 and II-84a-b (1520) To a solution of 2-(8-methyl-1,2,3,4-tetrahydro-pyrido[4,3-b]indol-5-yl)-1-pyridin-4-yl-ethanol (200 mg, 0.651 mmol) in acetonitrile (4 mL), potassium carbonate (270 mg, 1.95 mmol) and 1-chloro-2-methyl-propan-2-ol (105 mg, 0.977 mmol) were added and the reaction mixture was stirred at 100¡ã C. for 12 h. The reaction mixture was diluted with water (10 mL) and extracted with EtOAc (3¡Á20 mL). The combined organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography (Neutral alumina, 1percent MeOH-DCM), to yield 1-[5-(2-hydroxy-2-pyridin-4-yl-ethyl)-8-methyl-1,3,4,5-tetrahydro-pyrido[4,3-b]indol-2-yl]-2-methyl-propan-2-ol. 1H NMR (CDCl3, freebase) delta (ppm): 8.6 (d, 2H), 7.27 (m, 2H), 7.2 (m, 2H), 7.0 (d, 1H), 5.08 (t, 1H), 4.19 (m, 2H), 3.9 (bs, 2H), 3.0-3.1 (m, 2H), 2.9 (m, 1H), 2.6 (s, 2H), 2.56 (m, 1H), 2.21 (s, 3H), 1.21 (s, 6H). Separation by chiral HPLC provides enantiomers II-84a-b.

The chemical industry reduces the impact on the environment during synthesis 558-42-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Medivation Technologies, Inc.; PROTTER, Andrew Asher; CHAKRAVARTY, Sarvajit; JAIN, Rajendra Parasmal; GREEN, Michael John; US2015/266884; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 29683-23-6, name is Tetrahydro-2H-thiopyran-4-ol, molecular formula is C5H10OS, 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. Recommanded Product: 29683-23-6

To a mixture of 4-methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile (1.00 g), tetrahydro-2H-thiopyran-4-ol (1.18 g), triphenylphosphine (2.62 g) and tetrahydrofuran (30 mL) was added dropwise diisopropyl azodicarboxylate (2.02 g) at room temperature under nitrogen atmosphere, and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted twice with ethyl acetate. The extracts were combined, washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (320 mg). MS (ESI+): [M+H]+ 250.9

With the rapid development of chemical substances, we look forward to future research findings about 29683-23-6.

Reference:
Patent; Takeda Pharmaceutical Company Limited; NAGAMIYA, Hiroyuki; YOSHIDA, Masato; SETO, Masaki; MARUI, Shogo; ODA, Tsuneo; ISHICHI, Yuji; SUZUKI, Hideo; KUSUMOTO, Tomokazu; YOGO, Takatoshi; RHIM, Chul Yun; YOON, Cheolhwan; LEE, Gil Nam; KANG, Hyun Bin; KIM, Kwang Ok; JEON, Hye Sun; EP2818473; (2014); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 68327-04-8, 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.68327-04-8, name is (1S,2S)-2-Aminocyclopentanol hydrochloride, molecular formula is C5H12ClNO, molecular weight is 137.6079, as common compound, the synthetic route is as follows.

Boc2O (3.49 g, 15.98 mmol) was added to a solution, at 0C, of (1S,2S)-2- aminocyclopentan-1-ol-HC1 (2.0 g, 14.53 mmol) and Et3N (4.05 mL, 29.06 mmol) in methanol (20 mL) and stirred. The reaction was allowed to warm to room temperature and after overnight the reaction was concentrated and the crude was purified by column chromatography to give S 13 (2.87 g) as a white solid.

Statistics shows that 68327-04-8 is playing an increasingly important role. we look forward to future research findings about (1S,2S)-2-Aminocyclopentanol hydrochloride.

Reference:
Patent; REGENTS OF THE UNIVERSITY OF MICHIGAN; WANG, Shaomeng; AGUILAR, Angelo; ZHANG, Ke; XU, Shilin; XU, Tianfeng; BERNARD, Denzil; HUANG, Liyue; (285 pag.)WO2017/192543; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 163119-16-2, name is 2,6-Di-tert-butyl-4-methylcyclohexanol. A new synthetic method of this compound is introduced below., Application In Synthesis of 2,6-Di-tert-butyl-4-methylcyclohexanol

Synthesis of malonic acid ethyl 2,6-di-tert-butyl-4-methylcyclohexyl ester (d) Trifluoroacetic anhydride (41 ml, 0.29 mol) was added, dropwise, to a solution of the above 2,6-di-tert-butyl-4-methylcyclohexanol (d) (50.2 g, 0.22 mol) in ethyl acetate (200 ml) at 0C, and then the above malonic acid ethyl ester monopotassium salt (b) (41.6 g) was added thereto, slowly. After stirring it at room temperature for 2 hours, 200 ml of water was added thereto, and then 33 g of sodium hydrogencarbonate was added, slowly, to neutralize the reaction mixture. The organic layer was separated, washed with water once, and then with brine once; then it was dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, to obtain crude malonic acid ethyl 2,6-di-tert-butyl-4-methylcyclohexyl ester (d) (76 g). The thus obtained crude malonic acid ethyl 2,6-di-tert-butyl-4-methylcyclohexyl ester (d) was used directly in the next step without purification.

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, 163119-16-2, 2,6-Di-tert-butyl-4-methylcyclohexanol.

Reference:
Patent; FUJI PHOTO FILM CO., LTD.; EP720981; (1996); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 62285-58-9, 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 62285-58-9, name is (2,6-Dimethylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

Step B Preparation of N- (2,6-Dimethylbenzyl)phthalimide: To a stirred solution of 2,6-Dimethylbenzyl Alcohol (Step A, 6.59 g, 48.4 mmol) in DMSO (20 ml) was added chlorotrimethylsilane (15.75 ml, 145 mmol) at room temperature, and the mixture was stirred for one hr. To this reaction mixture were added ethyl acetate and water, the organic layer was washed with brine, dried over Na2SO4, filtered and concentrated to give an oil. The oily residue was redissolved in DMF (100 ml) and potassium phthalimide (10.76 g, 58.1 mmol) was added. The reaction mixture was stirred for 16 hours at room temperature, ethyl acetate was added, and the organic layer was washed with 3% Na2CO3, 1 N HCl, dried over Na2SO4, filtered and concentrated to give white solid. The purification was done by flash chromatography on silica gel column (chloroform: methanol 95:5) to provide the title compound as white solid. 1H NMR (270 MHz, DMSO): 2.3 (s, 6H); 4.8 (s, 2H); 7.0 (m, 3H); 7.8 (s, 4H).

According to the analysis of related databases, 62285-58-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sharma, Shalini; von Borstel, Reid W.; US2003/149107; (2003); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 504-63-2, name is 1,3-Propanediol, molecular formula is C3H8O2, 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. SDS of cas: 504-63-2

General procedure: To a solution of 1,3-propanediol (19) (6.51 mL, 90 mmol) in dry DMF (40 mL) was added NaH (60% oil dispersion; 1.20 g, 30 mmol) in installments at 0 C and the mixture was stirred at room temperature for 10 min. Dodecyl bromide (4.80 mL, 20 mmol) and KI (3.32 g, 20 mmol) were added and the mixture was heated at 95 C for 4 h. After cooling, the mixture was poured into ice-water and extracted with AcOEt. The extracts were washed with brine, dried over Na2SO4 and evaporated. The resulting residue was purified by flash CC (silica gel; AcOEt/hexane, 1:2) to provide dodecyl ether 20a (3.38 g, 69%). Tetradecyl ether 20b (79%) and hexadecyl ether 20c (77%) were similarly prepared from 1,3-propanediol (19).

With the rapid development of chemical substances, we look forward to future research findings about 504-63-2.

Reference:
Article; Yamano, Yumiko; Tsuboi, Kazuhito; Hozaki, Yuki; Takahashi, Kiyohiro; Jin, Xing-Hua; Ueda, Natsuo; Wada, Akimori; Bioorganic and Medicinal Chemistry; vol. 20; 11; (2012); p. 3658 – 3665;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts