Alcohols-buliding-blocks

Reference of 83647-43-2 , The common heterocyclic compound, 83647-43-2, name is (3-Bromo-2-methylphenyl)methanol, 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.

To a flask charged with (3-bromo-2-methylphenyl)methanol (6.0 g, 30 mmol) was added a 1M trifluoroacetic acid solution of thallium trifluoroacetate (16.2 g, 29.8 mmol). The mixture was stirred at room temperature overnight. The solvent was removed under vacuum, and the residue was pumped under high vacuum for 30 minutes to ensure complete removal of TFA. To the residue was then added palladium(II) chloride (529 mg, 2.98 mmol), lithium chloride (2.53 g, 59.7 mmol), magnesium oxide (2.41 g, 59.7 mmol), and methanol (150 mL). The reaction was flushed with CO twice, and kept under CO at room temperature. Analysis by LC showed a big product spot within 2 hours. To this solution was added ethyl acetate to precipitate the salts. The black solution was filtered through a Celite diatomaceous earth pad, washed with EtOAc, adsorbed onto silica and purified by silica gel chromatography to afford 5-bromo-4-methyl-2- benzofuran-1 (3H)-one. -N R (500 MHz, CDC13) delta ppm 7.71 (d, J= 8.0 Hz, 1H), 7.58 (d, J= 8.0 Hz, 1H), 5.25 (s, 2H), 2,37 (s, 3H).

The synthetic route of 83647-43-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn, P.; PASTERNAK, Alexander; SHI, Zhi-Cai; CATO, Brian; KIM, Esther, Y.; WO2013/66718; (2013); A2;,
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Application 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.

2,6-Dichloro-N,N? -dimethyl-pyrimido [5 ,4-dj pyrimidine-4,8-diamine (88) (300 mg, 1.16 mmol) and (1S,2S)-2-aminocyclopentanol hydrochloride were reacted innbutanol and the crude product was purified by flash column chromatography using gradient elution from CH2C12 / EtOAc (99/1) to CH2C12 / EtOAc (1/4) to afford (1S,2S)-2-((6-chloro- 4, 8-bis(methylamino)pyrimido[5,4-djpyrimidin-2-yl)amino)-cyclopentanol (138) (310 mg,83% yield). 300 MHz ?H NMR (CDC13, ppm): 6-75-6.61 (1H, m) 6.47 (1H, br s) 5.30 (1H, br s) 5.14 (1H, d, J=3.8 Hz) 4. 14-3.95 (2H, m) 3.12 (3H, d, J=5.2 Hz) 3.05 (3H, d, J=5.2 Hz) 2.28-2.02 (2H, m) 1.94-1.61 (3H, m) 1.61-1.43 (1H, m). ESI-MS (m/z): 324, 326 [M+Hf?.

The chemical industry reduces the impact on the environment during synthesis 68327-04-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GALLEON PHARMACEUTICALS, INC.; DAX, Scott L.; MENCEL, James Joseph; OZOLA, Vita; SUNA, Edgars; SHUBIN, Kirill; (294 pag.)WO2017/3822; (2017); A1;,
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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. 5764-85-2, name is Ethyl 3-hydroxy-3-phenylpropanoate. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C11H14O3

General procedure: Bi(OTf)3 (1.0 mol%) was added to a solution of the appropriate secbenzylalcohol (1.0 equiv) and TMSN3 (1.2 equiv) in CH2Cl2 (4.0mL/mmol) at r.t. When the reaction was complete (TLC), the solventwas removed and the crude material was purified by column chromatography.

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, 5764-85-2, Ethyl 3-hydroxy-3-phenylpropanoate.

Reference:
Article; Tummatorn, Jumreang; Thongsornkleeb, Charnsak; Ruchirawat, Somsak; Thongaram, Phanida; Kaewmee, Benyapa; Synthesis; vol. 47; 3; (2015); p. 323 – 329;,
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Synthetic Route of 6282-88-8, 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 6282-88-8, name is 3-(4-Chlorophenyl)propan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

(26-1) Synthesis of 1-(3-bromopropyl)-4-chlorobenzene (compound 26-1) [Show Image] 3-(4-Chlorophenyl)-1-propanol (1.00 g) was dissolved in methylene chloride (30 ml), triphenylphosphine (1.66 g) and N-bromosuccinimide (1.11 g) were added under ice-cooling, and the mixture was stirred under ice-cooling for 6 hr. The reaction mixture was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. Diethyl ether (50 ml) was added, and the precipitated triphenylphosphine oxide was filtered off. The concentrate of the filtrate was purified by silica gel column chromatography (hexane alone) to give the object product (1.30 g) as a colorless oil. 1H-NMR(CDCl3) delta (ppm): 2.10-2.18(2H, m), 2.76(2H, t, J=7.3Hz), 3.38(2H, t, J=6.5Hz), 7.13(2H, d, J=8.3Hz), 7.31-7.35(2H, m).

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 6282-88-8, 3-(4-Chlorophenyl)propan-1-ol.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP2168944; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 349-95-1, (4-(Trifluoromethyl)phenyl)methanol, 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, 349-95-1, blongs to alcohols-buliding-blocks compound. Computed Properties of C8H7F3O

General procedure: [Cp*IrCl2]2 (1 mol %, 0.01 mmol, 8.0 mg), 4a (2 mol %, 0.02 mmol,7.6 mg), KOH (10 mol %, 0.1 mmol, 5.6 mg), and toluene (5 mL) wereadded to a 25mL Schlenk tube with stirring under N2 at roomtemperature. Then ketones/secondary alcohols/amines (1 mmol),primary alcohols (1.1 mmol) were added by syringe. The reactionmixture was heated to 110 C under reflux in an oil bath for 24 h. Itwas cooled to ambient temperature. Then it was concentrated invacuo, and purified by flash column chromatography with petroleumether/ethyl acetate to afford the corresponding alkylatedproduct.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,349-95-1, its application will become more common.

Reference:
Article; Huang, Shuang; Wu, Si-Peng; Zhou, Quan; Cui, He-Zhen; Hong, Xi; Lin, Yue-Jian; Hou, Xiu-Feng; Journal of Organometallic Chemistry; vol. 868; (2018); p. 14 – 23;,
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Electric Literature of 486460-26-8, 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 486460-26-8, name is (4-Bromo-2,5-difluorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2 g (8.44 mmol) of 4-bromo-2,5-difluorobenzoic acid (prepared according to the procedure of Ishikawa et al., Kogyo Kagaku Zasshi, pg 972-979, 1970) in 20 mL of tetrahydrofuran was added 40 mL of a 1M solution of borane-tetrahydrofuran complex. The solution was heated under reflux for 64 h, cooled to ambient temperature and 100 mL of methanol was added. The reaction was then heated for a further 2 h, cooled and concentrated in vacuo. Purification by flash chromatography (silica gel, 9:1 hexane:ethyl acetate) afforded 1.6 g of 4-bromo-2,5-difluorobenzyl alcohol. To a solution of 1.3 g (5.6 mmol) of 4-bromo-2,5-difluorobenzyl alcohol in 20 mL of dichloromethane at 0 C. was added 2.27 g (6.7 mmol) of carbon tetrabromide and 1.8 g (6.7 mmol) of triphenylphosphine. The reaction was stirred for 2 h at this temperature, the solvent was removed in vacuo and the residue stirred with 100 mL of diethyl ether. The solution was filtered, concentrated in vacuo, and purified by flash chromatography (silica gel, 9:1 hexane:ethyl acetate) to afford 1.5 g of the title compound.

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 486460-26-8, (4-Bromo-2,5-difluorophenyl)methanol.

Reference:
Patent; Merck Sharp & Dohme Corp.; Edmondson, Scott D.; Fisher, Michael H.; Kim, Dooseop; Maccoss, Malcolm; Parmee, Emma R.; Weber, Ann E.; Xu, Jinyou; US2015/359793; (2015); A1;,
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Application of 17100-58-2, 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 17100-58-2, name is (4-Bromo-2-methylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

4-bromo-2-methyl-l-(phenoxymethyl) benzene. To a solution of (4-bromo-2- methylphenyl)methanol (1 g, 5 mmol), phenol (525 mg, 5.6 mmol) and triphenylphosphine (2.2 g, 8.4 mmol) in tetrahydrofuran (30 mL) was added diisopropyl azodicarboxylate (1.7 g, 8.4 mmol) at 0C. The mixture was stirred at 20C for 12 hours. Water (15 mL) was added to the mixture and then extracted with ethyl acetate (35 mL x 3). The combined organic phase was dried by sodium sulfate, and then filtered. The filtrate was concentrated in vacuo and the residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate = 5:1) to give 4-bromo-2-methyl-l-(phenoxymethyl) benzene (640 mg, 46%).

According to the analysis of related databases, 17100-58-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS; ALBRECHT, Brian, K.; AUDIA, James, Edmund; COOK, Andrew; GAGNON, Alexandre; HARMANGE, Jean-christophe; NAVESCHUK, Christopher, G.; WO2013/75083; (2013); A1;,
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Reference of 30595-79-0, 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. 30595-79-0, name is 2,6-Dichlorophenethyl alcohol, molecular formula is C8H8Cl2O, 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.

Under the protection of argon, Weigh compound 5-2 (0.5 g, 2.62 mmol) in anhydrous toluene (8 mL), Add sodium hydride (0.131 g, 3.28 mmol), After heating to 40 C and stirring for 15 minutes, Cool the reaction to room temperature, Cuprous chloride (13 mg, 0.131 mmol) was added, Toluene (2 mL) and ethyl acetate (0.013 mL) were subsequently added, Heated to 120 C and refluxed for 24h, After the reaction is completed, the reaction solution is cooled to room temperature. Slowly add ice water to quench the sodium hydride, filter to remove insoluble matter, The filtrate was diluted with water and transferred to a separating funnel. Extract with methyl tert-butyl ether (10 mL x 3), combine the organic phases, The organic phase was washed with saturated brine (5 mL x 3), dried over anhydrous sodium sulfate, The solvent was distilled off under reduced pressure, The residue was purified by column chromatography (eluent: petroleum ether / ethyl acetate = 50: 1), Compound 5-3 (light yellow liquid, 0.25 g) was obtained.

According to the analysis of related databases, 30595-79-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; China Pharmaceutical University; Sun Hongbin; Kong Yi; Chen Si; Chen Panpan; Chen Fangjun; Song Hangyu; Ren Shenhong; Liu Zhaojun; (140 pag.)CN110627817; (2019); A;,
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Reference of 2043-47-2, Adding some certain compound to certain chemical reactions, such as: 2043-47-2, name is 1H,1H,2H,2H-Nonafluoro-1-hexanol,molecular formula is C6H5F9O, 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 2043-47-2.

Comparative Example 1In a 100-ml, three-necked glass reactor were placed 50 ml of methylene chloride, 10 g (38 mmol) of 3,3,4,4,5,5,6,6,6-nonafluorohexanol, 10 g (139 mmol) of acrylic acid, 0.1 g of a polymerization inhibitor, Sumilizer GM and 0.2 of toluenesulfonic acid. The mixture was heated. A reaction was allowed to proceed while distillation was made under normal pressure to remove the generated water together with methylene chloride. Every time when the amount of methylene chloride became small and the reactor-inside temperature exceeded 43 C., fresh methylene chloride was added into the reactor, to conduct the reaction for total 10 hours. At this point, the conversion was 82% and the selectivity was 84%.

According to the analysis of related databases, 2043-47-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TOKUYAMA CORPORATION; DAIKIN INDUSTRIES, LTD.; US2009/23948; (2009); A1;,
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Application of 2050-25-1 , The common heterocyclic compound, 2050-25-1, name is 2-(2-(Benzyloxy)ethoxy)ethanol, molecular formula is C11H16O3, 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.

2-(2-(Benzyloxy)ethoxy)ethanol (5 g, 25.5 mmol) was dissolved in DCM (50 mE), passed through a phase separator and concentrated in vacuo. It was then redissolved in dry THF (50 mE, 25.5 mmol) under nitrogen and cooled in an ice bath. NaH (60% in mineral oil, 1.070 g, 26.8 mmol)was added portionwise over 10 mm and the resulting suspension stirred for 30 mm. Ethyl 2-bromopropanoate (3.73 mE, 28.0 mmol) was added dropwise over 15 mm. The reaction was stirred overnight, quenched with sat. NHa4C (5 mE) and the resulting mixture concentrated directly onto silica gel. The crude product was purified by chromatography on silica gel (80 g column, 0-50% EtOAc/isohexane) to afford the sub-title compound (1.51 g) as a colourless oil.?H NMR (400 MHz, DMSO-d6) oe 7.51-7.09 (m, 5H), 4.50 (s, 2H), 4.11 (qd, 2H), 4.05 (q, 1H), 3.70-3.41 (m, 8H), 1.27 (d, 3H), 1.20 (t, 3H)

The synthetic route of 2050-25-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Respivert Limited; Topivert Pharma Limited; FYFE, Matthew Colin Thor; THOM, Stephen Malcolm; (88 pag.)US2017/291917; (2017); A1;,
Alcohol – Wikipedia,
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