Author: tianli

Reference of 4415-82-1, 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.4415-82-1, name is Cyclobutylmethanol, molecular formula is C5H10O, molecular weight is 86.13, as common compound, the synthetic route is as follows.

Intermediate D: tert-butyl [(5i?,7S)-8-(cyclobutylmethyl)-l-(3-fluorophenyl)-7-methyl-2-oxo- l,3,8-triazaspiro[4.5]dec-3-en-4-yl]carbamate; To a solution of intermediate C (1.45 g, 3.85 mmol) and cyclobutane carboxaldehyde (0.97 g, 11.6 mmol prepared from alcohol using TPAP/NMO) in DCM (60 mL) at 0 0C was added NaHB(OAc)3 (1.23 g, 5.8 mmol). The mixture was allowed to slowly warm to rt and stir for 18h. The mixture was diluted with aq. NaHCO3 and DCM. The organic layer was isolated, washed sequentially with water and brine, dried with Na2SO4 and concentrated to dryness to give 2.6 g of crude material. Purification using automated SiO2 chromatography (MeOH/DCM) provided 1.5 g of desired tert-butyl [(5i?,7iS)-8-(cyclobutylmethyl)-l-(3-fluorophenyl)-7-methyl- 2-oxo-l,3,8-triazaspiro[4.5]dec-3-en-4-yl]carbamate as a white foam. LCMS (M+H) = 445.

Statistics shows that 4415-82-1 is playing an increasingly important role. we look forward to future research findings about Cyclobutylmethanol.

Reference:
Patent; MERCK & CO., INC.; WO2008/54698; (2008); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 873-76-7, 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. 873-76-7, name is (4-Chlorophenyl)methanol. A new synthetic method of this compound is introduced below.

General procedure: Reactants used were p-methylbenzyl alcohol (122.03g, 1000mmol, i.e., of formula (I) wherein R is methyl, n = 1, m = 0 , X = C),cuprous iodide (9.50 g of , 50mmol), N- phenylglycine (7.51g, 50mmol), TEMPO ( 7.80g, 50mmol),sodium hydroxide (4.00g, 100mmol), aqueous ammonia (300mL, 25 ~ 28%) ,ethanol, 800mL, in an ice bath under the condition, with oxygen round bottom flask is evacuated of air ventilation 3 times, and then the system was stirred at 25 , 24h, after completion of the reaction, the reaction solution was cooled to room temperature, rotary evaporated to remove the solvent, the residue was washed with water filtered and dried The product was 107.64g, yield 92%. The reaction was used for the chlorobenzyl alcohol (28.40g, 200mmol, i.e., of formula (I) wherein R is 4-chloro, X = C, n = 1 , m = 0), the same experimental methods and procedures of Example 2, except that: Cuprous iodide(1.90g, 10mmol), N- phenyl-phenylalanine (2.41g, 10mmol), TEMPO ( 1.56g, 10mmol), sodium hydroxide (0.80g, 20mmol), aqueous ammonia (60mL, 25 ~ 28%) , ethanol 160mL, under condition of 80 stirred for 24h, to give the final product 24.66g, yield 90%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,873-76-7, (4-Chlorophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Zhejiang University of Technology; Zhang, Guofu; Zhang, Guihua; Ding, Chengrong; Li, Shasha; Xu, Shengjun; Shan, Shang; (9 pag.)CN105294646; (2016); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 28539-02-8 ,Some common heterocyclic compound, 28539-02-8, molecular formula is C7H7N3O, 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.

To a mixture of 4-nitroaniline ( 1.00 g, 7.2 mmol) and 1H-Benzotriazole-1-methanol (1.07 g, 7.2 mmol) in ethanol (25 mL) was stirred under reflux until the compounds was dissolved. After the reaction was stirred for 5 h at room temperature, it was stirred for 12 h at – 5 C. The residue was filtrated and washed with cold ethanol. This residue was added sodium borohydride (0.34 g, 8.99 mmol) in THF (20 mL) and stirred for 1 h under reflux. Then, after an ice water was poured into this reaction, the mixture was extracted with ether (3 x 30 mL). The combined organic layer was washed with brine (30 mL), dried over sodium sulfate, and concentrated.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,28539-02-8, its application will become more common.

Reference:
Article; Uno, Masaharu; Koma, Yosuke; Ban, Hyun Seung; Nakamura, Hiroyuki; Bioorganic and Medicinal Chemistry Letters; vol. 22; 16; (2012); p. 5169 – 5173;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 56456-49-6, 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 56456-49-6, name is 4-Chloro-2-fluorobenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows.

a) 4-(4-Chloro-2-fluorobenzyloxy)pyridin-2(1H)-one A suspension of (4-chloro-2-fluorophenyl)methanol (3.24 g, 20.1 mmol), 2-chloro-4-iodopyridine (4.40 g, 18.3 mmol), Cs2CO3 (7.76 g, 23.8 mmol), CuI (3.48 g, 18.7 mmol) and 1,10-phenanthroline (659 mg, 3.66 mmol) in toluene (20 mL) was degassed by bubbling N2 through the suspension for 15 min. The suspension was put under N2 and heated at 105 C. for 18 h. The suspension was cooled, 9:0.9:0.1 CH2Cl2/MeOH/NH4OH (10 mL) was added, and the resulting suspension was passed through a plug of SiO2. The resulting solution was concentrated under reduced pressure. Flash chromatography on silica gel (hexanes/(1:1 EtOAc/hexanes), 100:0 to 0:100) afforded a white solid. A suspension of the white solid and NH4OAc (2.66 g, 34.6 mmol) in 1:1 HCO2H/H2O (20 mL) was heated at reflux with stirring for 4 d. The solution was cooled and concentrated under reduced pressure. The resulting residue was made basic with saturated NaHCO3 solution, and the resulting suspension was filtered. The solid was washed with H2O and CH2Cl2, and dried under reduced pressure to afford 1.28 g (28%) of the title compound as a white solid: 1H NMR (300 MHz, DMSO-d6) delta 11.14 (br s, 1H), 7.59 (dd, J=8.1, 8.1 Hz, 1H), 7.52 (dd, J=10.2, 1.8 Hz, 1H), 7.36 (dd, J=8.1, 1.8 Hz, 1H), 7.25 (d, J=7.2 Hz, 1H), 5.89 (d, J=7.2, 2.4 Hz, 1H), 5.83 (d, J=2.4 Hz, 1H), 5.06 (s, 2H).

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 56456-49-6, 4-Chloro-2-fluorobenzyl alcohol.

Reference:
Patent; ALBANY MOLECULAR RESEARCH, INC.; US2011/3793; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 6240-11-5, 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 6240-11-5, name is 1-Adamantaneethanol. This compound has unique chemical properties. The synthetic route is as follows.

1- Adamantane ethanol (4.758 g, 26.4 mmol, Aldrich, Milwaukee, WI) was added, and the sealed mixture was stirred overnight at room temperature. It was then poured into 10% NaHCO3 solution (50 mL) and the pyridine was evaporated under vacuum. The slightly yellow solid was dissolved in 1 L of water and extracted with ether (three 150 mL portions). The aqueous phase was acidified with 2 N HCl to pH 1, and then extracted with three 150 mL portions of CHCl3 :H-BUOH (7:3). The combined organic layer (ether and CHCl3 :w-BuOH) was washed with water and a slightly yellow precipitate was formed in the mixed solvents, at which point the solvents were evaporated under vacuum. A slightly yellow solid was formed and was recrystallized from acetone/hexane. The solid was dried under vacuum, yield 60 %

According to the analysis of related databases, 6240-11-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INSERT THERAPEUTICS, INC.; WO2006/89007; (2006); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 329218-12-4, name is 3-Bromo-4-chlorobenzyl Alcohol. This compound has unique chemical properties. The synthetic route is as follows. name: 3-Bromo-4-chlorobenzyl Alcohol

260 g (about 1.05 mol) of crude (3-bromo-4-chlorophenyl)methanol were dissolved in 2.86 litres of dichloromethane, the solution was cooled to -5 C. and 127.1 g (44.6 ml, 460 mmol) of phosphorus tribromide were added slowly. After the end of the addition, the mixture was stirred at -5 C. for another 1 h and then diluted with diluted with dichloromethane and water. The organic phase was removed, dried over magnesium sulphate and concentrated under reduced pressure. This gave, as a crude product, 280.5 g (about 84% of theory) of 2-bromo-4-(bromomethyl)-1-chlorobenzene. [0432] GC-MS (Method 1): Rt=5.36 min; m/z=281/283/285 (M+H)+. [0433] 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=4.71 (s, 2H), 7.49 (dd, 1H), 7.63 (d, 1H), 7.89 (d, 1H).

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, 329218-12-4, 3-Bromo-4-chlorobenzyl Alcohol.

Reference:
Patent; Lampe, Thomas; Hahn, Michael; Stasch, Johannes-Peter; Schlemmer, Karl-Heinz; Wunder, Frank; El Sheikh, Sherif; Li, Volkhart Min-Jian; Becker-Pelster, Eva Maria; Stoll, Friederike; Knorr, Andreas; US2015/152050; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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 455-01-6, name is 2-(3-(Trifluoromethyl)phenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 455-01-6

Example 86 3-(Trifluoromethyl)phenethyl N-{2-chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenyl}carbamate 2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]aniline (85 mg) was added to toluene/triethylamine = 10/1 (9 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (125 mg) in methylene chloride was then added to the solution, and the mixture was heated under reflux for 15 min. Subsequently, 3-trifluoromethylphenethyl alcohol (70 mg) was added thereto, and the mixture was further stirred with heating under reflux for 2 hr. After the completion of the reaction, the reaction solution was allowed to cool to room temperature before distilled water was added thereto. The mixture was subjected to separatory extraction with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution and saturated brine. The washed solution was dried over sodium sulfate and was concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (69 mg, yield 46%). 1H-NMR (CDCl3, 400 MHz): 8.79 (1H, s), 8.27 – 8.34 (1H, m), 8.03 (1H, s), 7.30 – 7.62 (6H, m), 7.24 – 7.23 (2H, m), 4.46 (2H, t, J = 6.8 Hz), 4.18 (3H, s), 4.11 (3H, s), 3.10 (2H, t, J = 6.9 Hz) Mass spectrometry value (ESI-MS, m/z): 549 (M++1)

With the rapid development of chemical substances, we look forward to future research findings about 455-01-6.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1243582; (2002); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 14002-80-3 , The common heterocyclic compound, 14002-80-3, name is Methyl 3-hydroxy-2,2-dimethylpropanoate, molecular formula is C6H12O3, 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.

To methyl hydroxypivalate (1.31 g, 9.89 mmol) were added tetrahydrofuran (40 ml), hydroxyphthalimide (3.23 g, 19.78 mmol) and triphenylphosphine (6.48 g, 24.73 mmol). After this solution was cooled to 0C, diisopropyl azodicarboxylate (4.87 ml, 24.73 mmol) was added dropwise to the solution. While being allowed to warm gradually, the reaction mixture was stirred for 12 hours, and concentrated under reduced pressure. The residue was roughly purified by silica gel column chromatography to give the title compound (922 mg). 1H-NMR(CDCl3, 400MHz) delta(PPM) 1.35(6H, s), 3.74(3H, s), 4.26(2H, s), 7.27-7.76(2H, m), 7.81-7.85(2H, m)

The synthetic route of 14002-80-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP1780197; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 17849-38-6, name is 2-Chlorobenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C7H7ClO

In the installation of a stirrer, thermometer,In the reaction vessel of the distillation apparatus,3.1 mol of o-chlorobenzyl alcohol (2), 3.9 mol of aniline (3)Mass fraction 65% nitromethane 310ml, cuprous chloride 1.56mol, mixing evenly,The stirring speed was controlled at 160 rpm, the solution temperature was raised to 115 & lt; 0 & gt;Reaction 5h, Raising the solution temperature to 135 & lt; 0 & gt; C,Reaction 3h,The temperature of the solution was raised to 195 C,Reaction 120min,The solution temperature was lowered to 20 & lt; 0 &Adding ammonium nitrate solution 700ml,Mass fraction of 45% sodium bisulfite solution 130ml, 1.7kPa vacuum distillation,Fractions of 130-135 C were collected,Mass fraction of 75% triethylamine washing,In the mass fraction of 95% toluene recrystallization,To obtain the crystal o-chlorobenzonitrile 350.80g, yield 82%.

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, 17849-38-6, 2-Chlorobenzyl alcohol.

Reference:
Patent; Chengdu Chiba Longhua Petroleum Engineering Consulting Co., Ltd; Guan, Genan; (4 pag.)CN105566156; (2016); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 69605-90-9, Adding some certain compound to certain chemical reactions, such as: 69605-90-9, name is [1,1′-Biphenyl]-3-ylmethanol,molecular formula is C13H12O, 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 69605-90-9.

Under nitrogen atmosphere, to a stirred mixture of 3-phenylphenyl methanol (0.3 g, 1.63 mmol) in dry CH2C12 (3 mL), Et3N (0.340 mL, 2.44 mmol) and di-2-pyridyl carbonate (0.387 g, 1.79 mmol) were added. The reaction mixture was left at rt for 15h, diluted with CH2C12 and washed first with a saturated NH4C1 solution (3 mL) and subsequently with a saturated NaHC03 solution (3×3 mL). The organic fraction was dried over Na2S04, filtered and concentrated to dryness to afford a dark oil (0.487 g, 98%), as a mixture (ratio 1:3) of 3- phenylphenyl)methyl-2-pyridyl-carbonate and 3-phenylphenyl)methyl-2-oxopyridine 1- carboxylate. The mixture of isomers was not separated and used in the next step without any further purification. MS (ESI) m/z: 328 [M-Na]+, 306 [M-H]+, 262, 167.

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. 69605-90-9, [1,1′-Biphenyl]-3-ylmethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; IIT – ISTITUTO ITALIANO DI TECNOLOGIA; UNIVERSITY DEGLI STUDI DI URBINO; UNIVERSITA DEGLI STUDI DI PARMA; PIOMELLI, Daniele; BANDIERA, Tiziano; MOR, Marco; TARZIA, Giorgio; BERTOZZI, Fabio; PONZANO, Stefano; WO2013/78430; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts