Month: June 2021

Synthetic Route of 94022-96-5 , The common heterocyclic compound, 94022-96-5, name is 2-(Trifluoromethyl)phenethyl alcohol, molecular formula is C9H9F3O, 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.

0.301 g (1 mmol) of (3R)-4-(4-toluenesulfonyl)thiomorpholine-3-carboxylic acid, 0.285 g (1.5 mmol) of (2-trifluoromethyl)-phenylethanol, 0.088 g (0.33 mmol) of CAS, 0.227 g (1.2 mmol) of DCC and 0.04 g (0.33 mmol) of DMAP were dissolved in 15 mL of CH2Cl2. The mixture was stirred for 24 h at room temperature. The solid was filtrated and the solvent was evaporated. The residual was dissolved in a suitable amount of ethyl acetate (20 ml) and then the mixture was filtered to remove insoluble substance. The ethyl acetate was added to 60 ml and then the liquid was washed with 10% NaHCO3 solution, saturated NaCl solution and dried over Na2SO4. After the drying agent was removed and part of ethyl acetate was evaporated, the crude product was purified by flash column chromatography (eluent: ethyl acetate_cyclohexane=1:3) to obtain the product as a oil (0.44 g).

The synthetic route of 94022-96-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Li, Song; Nie, Aihua; Shen, Beifen; Wang, Lili; Pei, Wuhong; Xiao, Junhai; Yang, Songcheng; Yun, Liuhong; Liu, Hongying; Shu, Cuiling; Wang, Hongxia; Rao, Zihe; US2005/130958; (2005); A1;,
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Application of 111-90-0 ,Some common heterocyclic compound, 111-90-0, molecular formula is C6H14O3, 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.

General procedure: TMSOTf (336 mg, 1.51 mmol) is added to a solution of the alcohol (0.755 mmol) in the respective nitrile (3 mL) and the mixture is stirred at rt for 65 h. H2O (25 mL) and brine (25 mL) are added, and the mixture is extracted with EtOAc (3 × 30 mL). The combined organic layers are dried (Na2SO4) and concentrated. The crude product is purified by flash column chromatography (silica gel).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,111-90-0, its application will become more common.

Reference:
Alcohol – Wikipedia,
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Electric Literature of 19936-14-2, 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 19936-14-2 as follows.

A mixture of 5,5,5′,5′-tetramethyl-2,2′-bi(1,3,2-dioxaborinane) (16.50 g, 48.33 mmol), oven dried potassium acetate (20.03 g, 204.1 mmol), and 1-(4-bromophenyl)cyclobutanol (10.00 g, 44.03 mmol) in 1,4-dioxane (120 mL) was degassed with N2 for 15 min, then treated with [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (2.44 g, 2.99 mmol). The reaction mixture was heated to 110 C. and stirred for 2 hours under N2. The reaction mixture was cooled to room temperature and filtered through celite, eluting with EtOAc. The filtrate was evaporated to give a black oil, which was purified by flash chromatography (0-50% EtOAc/Heptane) three times to afford the title compound (8.68 g, 76%) as a white solid. GC/MS: 259. 1H NMR (400 MHz, CD3Cl) delta 7.83 (d, J=8.05 Hz, 2H), 7.50 (d, J=8.29 Hz, 2H), 3.78 (s, 4H), 2.65-2.52 (m, 2H), 2.38-2.42 (m, 2H), 1.98-2.03 (m, 1H), 1.72-1.80 (m, 1H), 1.03 (s, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,19936-14-2, its application will become more common.

Reference:
Patent; PFIZER INC.; Bhattacharya, Samit; Cameron, Kimberly; Dowling, Matthew; Fernando, Dilinie; Ebner, David; Filipski, Kevin; Kung, Daniel; Lee, Esther; Smith, Aaron; Tu, Meihua; US2013/267493; (2013); A1;,
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Electric Literature of 3973-18-0, 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.3973-18-0, name is Propynol ethoxylate, molecular formula is C5H8O2, molecular weight is 100.1158, as common compound, the synthetic route is as follows.

To a degassed solution of 4-bromo-2-(2,6-dioxopiperidin-3-yl)isoindoline-l,3-dione (10.0 g, 29.66 mmol) in dry N,N-dimethylformamide (160 mL) were added [l,r-Bis(diphenylphosphino)ferrocene]dichloropalladium (II) dichloromethane adduct (3.1 g, 4.44 mmol), copper(I) iodide (1.4 g, 7.36 mmol), N-ethyl-N-isopropylpropan-2-amine (100 mL) and 2-(prop-2-yn-l-yloxy)ethan-l-ol (4.4 g, 44.34 mmol). The resulting mixture was stirred at 80 C for 16 h under nitrogen. The reaction mixture was diluted with water and extracted with ethyl acetate. The combined organic layer was washed with water and brine, dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. The residue was purified by flash column chromatography with 0-100% ethyl acetate in petroleum ether to afford 2-(2,6-dioxopiperi din-3 -yl)-4-(3 -(2-hydroxyethoxy)prop- 1 -yn- 1 -yl)isoindoline- 1,3- dione (3.0 g, 28%) as a gray solid. MS (ESI) calc?d for (C18H16N2O6) [M+H]+, 357.1; found, 357.0.

Statistics shows that 3973-18-0 is playing an increasingly important role. we look forward to future research findings about Propynol ethoxylate.

Reference:
Patent; NURIX THERAPEUTICS, INC.; ROBBINS, Daniel, W.; SANDS, Arthur, T.; MCINTOSH, Joel; MIHALIC, Jeffrey; WU, Jeffrey; KATO, Daisuke; WEISS, Dahlia; PENG, Ge; (415 pag.)WO2020/81450; (2020); A1;,
Alcohol – Wikipedia,
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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. 17849-38-6, name is 2-Chlorobenzyl alcohol, the common compound, a new synthetic route is introduced below. Recommanded Product: 2-Chlorobenzyl alcohol

General procedure: To a mixture of alcohol (1.0 mmol) and KI (1.5 mmol, 0.25 g) in acetonitrile (5 mL), P2O5 (1.5 mmol, 0.23 g) was added and the reaction stirred at room temperature for the time specified in Table 2. After reaction completion (TLC or GC), the reaction mixture was filtered and the residue washed with ethyl acetate (3 × 8 mL). The combined organic layers were washed with an aqueous solution of Na2S2O3 (10%, 10 mL), water (10 mL), and dried over Na2SO4. The solvent was removed under reduced pressure to afford the corresponding product. If necessary, further purification was performed by column chromatography.

The synthetic route of 17849-38-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Khazdooz, Leila; Zarei, Amin; Aghaei, Hamidreza; Azizi, Ghobad; Gheisari, Mohammad Mehdi; Tetrahedron Letters; vol. 57; 2; (2016); p. 168 – 171;,
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Synthetic Route of 25392-41-0, 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 25392-41-0, name is 4-(Chloromethyl)-7-hydroxy-2H-chromen-2-one. This compound has unique chemical properties. The synthetic route is as follows.

4-Chloromethylcoumarin 12c (2.1g, 10mmol) was dissolved in dry DMF (35mL) and then Cs2CO3 (3.9g, 12mmol) was added followed by 3-chlorobenzyl bromide (1.3mL, 10mmol) after 15min of stirring. The mixture was stirred at room temperature for 24h and then poured onto crushed ice. The resulting solid was filtered, washed several times with hot water and crystallized from CHCl3/n-hexane yielding the desired product. Yield: 87%. Spectroscopic and analytical data are in full agreement with those reported in the literature [39].

According to the analysis of related databases, 25392-41-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Pisani, Leonardo; Catto, Marco; Nicolotti, Orazio; Grossi, Giancarlo; Di Braccio, Mario; Soto-Otero, Ramon; Mendez-Alvarez, Estefania; Stefanachi, Angela; Gadaleta, Domenico; Carotti, Angelo; European Journal of Medicinal Chemistry; vol. 70; (2013); p. 723 – 739;,
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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. 624-95-3, name is 3,3-Dimethylbutan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 624-95-3

In a 1 L round bottom flask equipped with a reflux condenser, 232 g of concentrated sulfuric acid and 283 g (48% aqueous solution) of hydrobromic acid were added to 100 g (0.98 mol) of 3,3-dimethyl-1-butanol while cooling in an ice bath did. 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 88.1 g (55%) of 1-bromo-3,3-dimethyl-butane as a colorless oil.

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, 624-95-3, 3,3-Dimethylbutan-1-ol.

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

Adding a certain compound to certain chemical reactions, such as: 2425-41-4, (2-Phenyl-1,3-dioxane-5,5-diyl)dimethanol, 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, 2425-41-4, blongs to alcohols-buliding-blocks compound. Safety of (2-Phenyl-1,3-dioxane-5,5-diyl)dimethanol

To a solution of (5-hydroxymethyl-2-phenyl-[1,3]dioxan-5-yl)methanol (0.66 g) in DMF (10 mL) was added NaH (0.12 g). The mixture was stirred at RT for 1 hr. To the mixture was added 2-{3-[4-(4-cyclopropylbenzyloxy)-3-methoxyphenyl]azetidine-1-carbonyl}pyridin-4-ylmethyl methanesulfonate (0.7 g) prepared in Example 1 (7). The reaction mixture was stirred at RT for 1 hr. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with water, and then dried over MgSO4. The solvent was removed under reduced pressure to give the crude title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2425-41-4, its application will become more common.

Reference:
Patent; JAPAN TOBACCO INC.; US2010/331301; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 2968-93-6 ,Some common heterocyclic compound, 2968-93-6, molecular formula is C9H9F3O, 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.

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.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2968-93-6, its application will become more common.

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;,
Alcohol – Wikipedia,
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