Month: December 2020

623-50-7, 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. 623-50-7, name is Ethyl 2-hydroxyacetate, molecular formula is C4H8O3, 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.

ethyl glycolate (10g, 96.1mmol) and a imidazole (13g, 0.19mol) was dissolved in dichloromethane (100 mL)placed in three round bottom flask, was added at 0C tert-butyldimethylsilyl chloride (15.8g, 0.1mol), the mixture was stirred for 8hours at room temperature, washed with water (100mL * 3), dried over sodium sulfate and concentrated to give the titlecompound as a yellow oil (18g, 85.8%).

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. 623-50-7, Ethyl 2-hydroxyacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDSHINEDISCOVERY INC.; CHENXIN PHARMACEUTICAL LTD; Zheng, Huiping; Wu, Chengde; Yu, Tao; Huang, Lei; Hao, Dongling; Gao, Bo; Sun, Jikui; Shi, Nengyang; Chen, Shuhui; (151 pag.)TW2016/2107; (2016); A;,
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2566-44-1, 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 2566-44-1, name is 2-Cyclopropylethanol. This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of 3-((1R,5S,9r)-3-(2-cyclopropylethyl)-9-methoxy-3-azabicyclo[3.3.1]nonan-9-yl)benzamide hydrochloride To a solution of 2-cyclopropylethanol (0.21 g, 2.41 mmol) in dichloromethane (40 mL) was added silica (3 g), followed by pyridinium chlorochromate (0.52 g, 2.41 mmol). After 2 h of stirring the reaction mixture was filtered through a plug of silica and the desired aldehyde eluted with dichloromethane. The collected dichloromethane solution was concentrated to 30 mL and 3-((1R,5S,9r)-9-methoxy-3-azabicyclo[3.3.1]nonan-9-yl)benzamide hydrochloride (0.25 g, 0.80 mmol) added. To the resulting suspension was then added triethylamine (0.33 mL, 2.41 mmol) and sodium triacetoxyborohydride (0.51 g, 2.41 mmol) and the reaction mixture stirred for 3 hours. Concentrated aqueous ammonia was added and the mixture was extracted with dichloromethane (*3). The combined organic phases were concentrated and purified by reverse phase chromatography (C18) to give 3-((1R,5S,9r)-3-(2-cyclopropylethyl)-9-methoxy-3-azabicyclo[3.3.1]nonan-9-yl)benzamide (0.17 g, 62% yield). 2.0 M HCl in diethyl ether (0.25 mL, 0.50 mmol) was added to a solution of 3-((1R,5S,9r)-3-(2-cyclopropylethyl)-9-methoxy-3-azabicyclo[3.3.1]nonan-9-yl)benzamide (0.17 g, 0.50 mmol) in dichloromethane (5 mL) and then the volatiles removed. The residue was freeze-dried from water to give 3-((1R,5S,9r)-3-(2-cyclopropylethyl)-9-methoxy-3-azabicyclo[3.3.1]nonan-9-yl)benzamide hydrochloride (0.10 g, 55%)

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 2566-44-1, 2-Cyclopropylethanol.

Reference:
Patent; Alkermes, Inc.; Wynn, Thomas Andrew; Alvarez, Juan C.; Moustakas, Demetri Theodore; Haeberlein, Markus; Pennington, Lewis D.; US2019/241524; (2019); A1;,
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37585-16-3, 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. 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To an oven-dried 15 mL sealed tube were added 2-aminophenylmethanol 1 (0.425 mmol), benzonitrile 2(0.25 mmol), Ru cat. b (1.94 mg, 1 mol%), and KOtBu (14.02 mg, 0.5equiv) intamyl alcohol (1 mL) under an air atmosphere. The sealedtube was capped and heated at 130C for 2 h. The reaction mixturewas cooled down to room temperature and directly concentratedunder vacuum. The crude mixture was puried by preparative thin-layer-chromatography (petroleum ether/ethyl acetate 20/1) togive the desired product 3 or 4.

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, 37585-16-3, (2-Amino-4-chlorophenyl)methanol.

Reference:
Article; Wan, Xiao-Min; Liu, Zi-Lin; Liu, Wan-Qing; Cao, Xiao-Niu; Zhu, Xinju; Zhao, Xue-Mei; Song, Bing; Hao, Xin-Qi; Liu, Guoji; Tetrahedron; vol. 75; 18; (2019); p. 2697 – 2705;,
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7287-81-2, 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. 7287-81-2, name is 1-(m-Tolyl)ethanol, molecular formula is C9H12O, 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 37. Synthesis of (¡À)(1 hromoethyfl-3-methylbenzene,Phosphorus tribromide (4.28 g, 15.9 mmoi) was added drop-wise to a stirred neat solution of 1- (m-toiyi)ethanoi (0.9 g, 6.6 mmoi) at 0C. After being stirred to room temperature over 12 h, the reaction was carefully? quenched with sat?d saturated aqueous NaHCO3 solution an( the mixture was extracted with EtOAc, The organic extract was washed with water, dried with MgSO, and cone, in vacuo to afford the title compound (i.2 g. 91%) as a colorless oil, that was used directly in the next step without tiirther purification. LCMS 200 (M + Kj.

The chemical industry reduces the impact on the environment during synthesis 7287-81-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS; ALBRECHT, Brian, K.; AUDIA, James, Edmund; COOK, Andrew, S.; DAKIN, Les, A.; DUPLESSIS, Martin; GEHLING, Victor, S.; HARMANGE, Jean-Christophe; NAVESCHUK, Christopher, G.; VASWANI, Rishi, G.; WO2013/120104; (2013); A2;,
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61439-59-6, 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. 61439-59-6, name is 2-(4-(Benzyloxy)phenyl)ethanol, molecular formula is C15H16O2, 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 3 d2-l-Benzyloxv-4-(2-methoxv-ethyl)-benzene-OH ^- ‘J ^-OCD3[00262] 2-(4-Benzyloxyphenyl)-ethanol (3.94 mmol) was added to a suspension of sodium hydride (11.3 mmol) in 9 mL of dry dimethylformamide at 0 C. d3-Methyl methanesulfonate (5.92 mmol) was added dropwise and the reaction mixture was stirred at ambient temperature overnight, quenched with water, and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, and the solvent was removed under reduce pressure to afford the title compound as an oil. Yield: 90%. 1H- NMR (CDCl3): delta7.35-7.47 (m, 5H); 7.18 (d, J = 8.1 Hz, 2H); 6.94 (d, J= 8.1 Hz, 2H); 5.07 (s, 2H); 3.60 (t, J= 6.6 Hz, 2H); 2.86 (t, J= 6.6 Hz, 2H).

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. 61439-59-6, 2-(4-(Benzyloxy)phenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; WO2007/139923; (2007); A1;,
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149104-89-2, 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 149104-89-2, name is (4-Bromo-3-methylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

[00157] Step 2: A solution of (4-bromo-3-methylphenyl)methanol (5.0 g, 24.87 mmol) and imidazole (5.1 g, 74.61 mmol) in THF (50 mL) was cooled to 0 ¡ãC and treated with chloro(triisopropyl)silane (7. 2 g, 7.9 mL, 37.30 mmol), then allowed to warm to room temperature and stirred for 16 h. The reaction mixture was diluted with water and DCM. The organic layer was washed with brine, dried over Na2S04, filtered, and concentrated in vacuo to yield (4-bromo-3-methylbenzyloxy)triisopropylsilane as a colorless oil, (8.8 g, 97percent yield). XH NMR (400 MHz, CDC13) delta 7.47 (d, J= 8.2 Hz, 1H), 7.21 (s, 1H), 7.04 (d, J= 8.1 Hz, 1H), 4.75 (s, 2H), 2.39 (s, 3H), 1.22 – 1.14 (m, 3H), 1.09 (d, J= 6.5 Hz, 18H).

Statistics shows that 149104-89-2 is playing an increasingly important role. we look forward to future research findings about (4-Bromo-3-methylphenyl)methanol.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; CHARRIER, Jean-Damien; BINCH, Haley, Marie; HURLEY, Dennis, James; CLEVELAND, Thomas; JOSHI, Pramod; FANNING, Lev Tyler, Dewey; PINDER, Joanne; O’DONNELL, Michael; VIRANI, Anisa, Nizarali; KNEGTEL, Ronald, Marcellus Alphonsus; DURRANT, Steven, John; YOUNG, Stephen, Clinton; PIERRE-HENRI; KAY, David; REAPER, Philip, Michael; WO2011/143426; (2011); A1;,
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445-26-1, 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. 445-26-1, name is 1-(2-Fluorophenyl)ethanol, the common compound, a new synthetic route is introduced below.

Intermediate 1-17-1 Preparation of 1 -(1 -bromoethyl)-2-fluorobenzene 500 mg 1 -(2-Fluorophenyl)ethanol (3.6 mmol, 1 .0 eq.) was dissolved in 1 .6 mL hydrobromicacid (33% solution in acetic acid, 9.8 mmol, 2.8 eq.) and stirred at room temperature over night. The reaction mixture was poured into diethylether and stirred for 5 min. The solution was added portionwise into 30 mL of saturated sodium hydrogen carbonate solution and stirred for 15 min. The layers were separated and the aqueous layer was extracted with diethylether twice. The collected organic layers were rinsed with brine, dried over a silicon filter and concentrated in vacuo. The crude product was used without further purification: 554 mg, 2.73 mmol, 77%. 1 H NMR (300 MHz, DMSO-d6) delta [ppm] = 1 .98 (d, 3H), 5.57 (q, 1 H), 7.13 – 7.24 (m, 2H), 7.31 – 7.41 (m, 1 H), 7.56 – 7.65 (m, 1 H).

Statistics shows that 445-26-1 is playing an increasingly important role. we look forward to future research findings about 1-(2-Fluorophenyl)ethanol.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HITCHCOCK, Marion; MENGEL, Anne; MUeLLER, Thomas; BAeRFACKER, Lars; CLEVE, Arwed; BRIEM, Hans; SIEMEISTER, Gerhard; BONE, Wilhelm; FERNANDEZ-MONTALVAN, Amaury, Ernesto; SCHROeDER, Jens; MOeNNING, Ursula; HOLTON, Simon; PREUSSE, Cornelia; (165 pag.)WO2017/157991; (2017); A1;,
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440-60-8, 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. 440-60-8, name is (Perfluorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

(a) Pentafluorobenzyl Fluoride A mixture of pentafluorobenzyl alcohol (3.0 g) and dry methylene dichloride (50 ml) was cooled to a temperature of 0 C. in an ice-bath and 2-chloro-1-diethylamino-1,1,2-trifluoroethane (4.3 g) was slowly added to the cooled, stirred mixture over a period of ten minutes. After standing for a period of 18 hr. at 0 C. the reaction mixture was poured into ice and the organic layer was separated and washed with IM aqueous sodium carbonate solution. The organic layer was dried over anhydrous sodium sulfate, the solvent was removed by distillation and the product was distilled under reduced pressure to give pentafluorobenzyl fluoride, b.p. 51 C. at 30 mm Hg.

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 440-60-8, (Perfluorophenyl)methanol.

Reference:
Patent; ICI Australia Limited; US4283414; (1981); A;,
Alcohol – Wikipedia,
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6240-11-5, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 6240-11-5 as follows.

In a 1 L round bottom flask equipped with a reflux condenser, 126.20 g (0.70 mol) of 2- (1-adamantyl) ethanol was added while 164 g of concentrated sulfuric acid and 200 g (48% aqueous solution) of hydrobromic acid were cooled in an ice bath, . The mixture was refluxed for 6 hours, cooled to room temperature and then added to 400 g of ice. The aqueous phase was extracted with 400 ml of pentane. The organic phase was washed with 2 M NaOH solution and water, dried over magnesium sulfate and the solvent was removed in vacuo. The product was distilled in vacuo to give 153.2 g (90%) of (1- (2-bromo-ethyl) -adamantane as a colorless oil.

The chemical industry reduces the impact on the environment during synthesis 6240-11-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; LUMMUS NOVOLEN TECHNOLOGY GMBH; (91 pag.)JP6196581; (2017); B2;,
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Alcohols – Chemistry LibreTexts

64372-62-9, 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. 64372-62-9, name is 2-Chloro-5-(trifluoromethyl)benzyl alcohol. A new synthetic method of this compound is introduced below.

Step 5a. Palladium Catalyzed Suzuki Coupling-AllylPdCl Dimer Catalyst In a 250 ml flask equipped with a reflux condenser was placed 2-chloro-5-(trifluoromethyl)benzyl alcohol (10 g; 47.5 mmol), 4-fluoro-5-isopropyl-2-methoxyphenylboronic acid (10.81 g; 95 wt % purity, 48.4 mmol), acetonitrile (80 ml) and 3 M K2CO3 (42.7 ml, 128 mmol). The resulting biphasic solution was sparged with nitrogen for several minutes. [AllylPdCl]2 (0.043 g, 0.119 mmol) and PCy3.HBF4 (0.087 g, 0.237 mmol) were added under nitrogen flow, and the reaction mixture was warmed to 70 C. until HPLC showed the reaction was complete. [0046] The reaction mixture was then cooled to room temperature and the phases were separated. The organic layer was washed with 10% NaCl solution (50 ml). After phase separation, Darco KB-G activated carbon (2.0 g) was added to the organic layer, and the mixture was stirred for 1 hr at room temperature. The mixture was then filtered through a pad of Solka-Floc. The filtrate was assayed and was found to contain 15.5 g of product (95% yield). The filtrate was azeotropically dried with acetonitrile and concentrated to an oil under vacuum. The crude product was used in the next step without further treatment.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,64372-62-9, 2-Chloro-5-(trifluoromethyl)benzyl alcohol, and friends who are interested can also refer to it.

Reference:
Patent; Chung, Cheol K.; Humphey, Guy R.; Maligres, Peter E.; Wright, Timothy J.; US2014/303380; (2014); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts