Category: alcohols-buliding-blocks

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. 20017-67-8, name is 3,3-Diphenyl-1-propanol, the common compound, a new synthetic route is introduced below. category: alcohols-buliding-blocks

Dicyclohexylcarbodiimide (12.6 g, 62.4 mmol) is added portion wise with stirring to a solution of difluroacetic acid (4.0 g, 4.0 mL, 62.4 mmol), 3, [3-DIPHENYL-1-] propanol (14.4 g, 13.8 mL, 68.4 mol) and 4-dimethylaminopyridine (732 mg, 6.2 mmol) in ethyl ether (180 [ML)] at [0-5 C.] The reaction mixture is allowed to warm up to r. t. , and stirred at r. t. overnight. Precipitated urea by-product is filtered off and washed with excesses of ethyl ether. Combined filtrates are removed under vacuum, and the title compound is purified by silica gel flash chromatography (eluent: 5% ethyl ether in hexanes). White crystalline solid (17.3 g, 96%). [HPLC] Rt = 7.2. MS (m/z) : 291 [[M+H] +.]

The synthetic route of 20017-67-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/33449; (2004); A1;,
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Synthetic Route of 2854-16-2 ,Some common heterocyclic compound, 2854-16-2, molecular formula is C4H11NO, 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.

2,3-Difluoro-5-iodopyridine (500 mg, 2.07 mmol) was dissolved in NMP (500 mu) and pyridine (201 mu, 2.49 mmol, 1.2 equiv.) and l-amino-2-methylpropan-2-ol (555 mg, 6.22 mmol, 3 equiv.) were added at room temperature. The mixture was stirred for 16 hours at 100 °C. The reaction mixture was cooled and extracted with saturated NaHCOs solution and two times with a small volume of dichloromethane. The crude product was purified by flash chromatography by directly loading the dichloromethane layers onto a silica gel column and eluting with an ethyl acetate: heptane gradient 0: 100 to 100:0. The desired l-(3-fluoro-5-iodopyridin-2-ylamino)-2- methylpropan-2-ol (590 mg, 1.9 mmol, 91.7 percent yield) was obtained as a colorless oil, MS: m/e = 311.0 (M+H+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2854-16-2, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GREEN, Luke; GUBA, Wolfgang; JAESCHKE, Georg; JOLIDON, Synese; LINDEMANN, Lothar; RICCI, Antonio; RUEHER, Daniel; STADLER, Heinz; VIEIRA, Eric; WO2011/128279; (2011); A1;,
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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.75853-18-8, name is 2,3-Difluorobenzyl alcohol, molecular formula is C7H6F2O, molecular weight is 144.12, as common compound, the synthetic route is as follows.SDS of cas: 75853-18-8

tert-Butyl-(2,3-difluoro-benzyloxy)-dimethyl-silane To a solution of (2,3-difluoro-phenyl)-methanol (5.0 g, 35 mmol), imidazole (4.9 g, 72 mmol) and DMF (40 mL) was added tert-butyldimethylchlorosilane (5.4 g, 36 mmol). After stirring at ambient temperature for 24 hours, the mixture was partitioned between 400 mL of ether and 100 mL of water. The organic layer was washed twice with water, dried over MgSO4, filtered and concentrated in vacuo, affording 6.8 g of tert-butyl-(2,3-difluoro-benzyloxy)-dimethyl-silane as a colorless oil. 1H NMR (400 MHz, CDCl3) delta7.22 (m, 1H), 7.04 (m, 2H), 4.79 (s, 2H), 0.91 (s, 9H), 0.12 (s, 6H) ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,75853-18-8, 2,3-Difluorobenzyl alcohol, and friends who are interested can also refer to it.

Reference:
Patent; Pfizer Inc.; US6235764; (2001); B1;,
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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. 4084-38-2, name is 2,3,5,6-Tetrafluorobenzyl alcohol. A new synthetic method of this compound is introduced below., Formula: C7H4F4O

Under a nitrogen atmosphere, 182 mg of l-ethyl-3- (3- dimethylaminopropyl) carbodiimide hydrochloride was added to a mixture of 128 mg of 2, 3, 5, 6-tetrafluorobenzyl alcohol, 128 mg of (IR) -cis-3-cyano-2, 2- dimethylcyclopropanecarboxylic acid, 5 mg of 4- dimethylaminopyridine and 5 mL of chloroform, followed by stirring the mixture at room temperature for 18 hours. The reaction mixture was added to water, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. To a solution of the residue dissolved in 5 mL of anhydrous tetrahydrofuran were added 0.06 mL of triethylamine, 0.04 mL of acetic anhydride and 5 mg of 4- dimethylaminopyridine, followed by stirring the mixture at room temperature for 18 hours to acetylate the remaining benzyl alcohol. To the reaction mixture was added an aqueous saturated sodium bicarbonate solution, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and concentrated. The resultant residue was subjected to silica gel chromatography to obtain 34 mg of 2,3,5,6- tetrafluorobenzyl (IR) -cis-3-cyano-2, 2-dimethylcyclopropane carboxylate represented by the following formula:(hereinafter referred to as the present compound (I)) as a colorless liquid. 1H-NMR (CDCl3, TMS) delta (ppm) : 1.28 (s, 3H), 1.46 (s,3H), 1.77 (d, IH, J = 8.2 Hz), 1.96 (d, IH, J = 8.2 Hz ), 5.29 (d, IH, J = 12.3 Hz ), 5.34 (d, IH, J = 12.3 Hz ), 7.10-7.14 (m, IH)

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, 4084-38-2, 2,3,5,6-Tetrafluorobenzyl alcohol.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/64025; (2009); A1;,
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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 10602-04-7, name is (4-Ethynylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. name: (4-Ethynylphenyl)methanol

To a solution of (4-ethynylphenyl)methanol 1 (0.52 g, 4 mmol) in DCM (20 mL) was added PBr3 (1.08 g, 4 mmol) at 0 °C under N2, the reaction mixture was stirred at room temperature for 1 hour. After consumption of the starting material (by TLC), diluted with water and extracted with DCM. Combined organic extracts were dried over anhydrous MgSO4 and concentrated under reduced pressure to obtain crude product, which was purified by silica gel column chromatography(EtOAc/Hexane 1: 6) to afford compound 2 (0.3 g, 68percent) as yellow oil. ?H NMR (300 MHz, CDC13) 7.56 (d, J= 8.4 Hz, 2H), 7.37 (d, J= 8.2 Hz, 2H), 4.49 (s, 2H), 4.47 (s, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 10602-04-7.

Reference:
Patent; ABBVIE INC.; MICHAELIDES, Michael; HANSEN, Todd; DAI, Yujia; ZHU, Guidong; FREY, Robin; GONG, Jane; PENNING, Thomas; CURTIN, Michael; MCCLELLAN, William; CLARK, Richard; TORRENT, Maricel; MASTRACCHIO, Anthony; KESICKI, Edward A.; KLUGE, Arthur F.; PATANE, Michael A.; VAN DRIE, John H. Jr.; JI, Zhiqin; LAI, Chunqiu C.; WANG, Ce; (1190 pag.)WO2016/44770; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 431-38-9, 3-Amino-1,1,1-trifluoropropan-2-ol, 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

[1369] A solution of 3-amino-1,1,1-trifluoropropan-2-ol (0.016 g, 0.122 mmol), HATU (0.046 mg, 0.122 mmol), and 3-amino-6-(5-(3-amino-1,1,1-trifluoro-2-hydroxy-3-oxopropan-2-yl)-2-methylphenyl)pyrazine-2-carboxylic acid (0.030 g, 0.081 mmol) (single enantiomer, synthesized according to procedure in Example 38) in DMF (0.810 mL) was stirred at rt for 5 min, treated with triethylamine (0.034 mL, 0.243 mmol), and stirred at rt for 30 min. The reaction mixture was concentrated and purified by flash column chromatography using methanol in dichloromethane (0% to 20%) to give the desired product that still contained some impurities. This material was repurified by flash column chromatography using ethyl acetate in hexanes (0% to 100%) to give the desired product as a mixture of diastereomers. The mixture of diastereomers was separated via preparative chiral HPLC (Chiral Technologies ChiralPak IA [20250 mm, 5 micron], eluting with 15% ethanol in hexanes, at flow rate of 20 mL/min, loading about 8 mg in 1.8 mL ethanol) to give the first eluting diastereomer (3.20 mg, 8.21%) as 43A and the second eluting diastereomer (3.00 mg, 7.69%) as 43B. The first diastereomer that eluted had a retention time of 12.2 min. The second diastereomer that eluted had a retention time of 16.6 min. 43A: LCMS for C18H18F6N5O4(M+H)+: m/z=482.1; Found: 482.1. 43B: LCMS for C18H18F6N5O4 (M+H)+: m/z=482.1; Found: 482.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,431-38-9, 3-Amino-1,1,1-trifluoropropan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; Incyte Corporation; Douty, Brent; Ai, Yanran; Burns, David M.; Combs, Andrew P.; Falahatpisheh, Nikoo; Levy, Daniel; Polam, Padmaja; Shao, Lixin; Shepard, Stacey; Shvartsbart, Artem; Yue, Eddy W.; (132 pag.)US2020/2295; (2020); A1;,
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Related Products of 112-27-6, 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 112-27-6, name is 2,2′-(Ethane-1,2-diylbis(oxy))diethanol. This compound has unique chemical properties. The synthetic route is as follows.

Add 1 mmol of triethylene glycol to the three-necked flask,Add 1 mmol of pyridine,Dissolve with 20 ml of dichloromethane.Stir in a 0 oC ice bath.Dissolve 1 mmol of p-methylbenzenesulfonyl chloride with dichloromethane.Slowly drip into three-necked flask.The reaction was washed with hydrochloric acid after 3 h,The organic layer was washed with water until the aqueous solution was neutral.Drying with anhydrous sodium sulfate,Column chromatography yielded the product.

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 112-27-6, 2,2′-(Ethane-1,2-diylbis(oxy))diethanol.

Reference:
Patent; Gannan Normal University; Wu Yongquan; Zeng Guanjie; Wu Renmiao; Fan Xiaolin; (15 pag.)CN105061515; (2017); B;,
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Reference of 27489-62-9, 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. 27489-62-9, name is trans-4-Aminocyclohexanol. A new synthetic method of this compound is introduced below.

To a solution of trans-A- aminocyclohexanol (3 g, 26 mmol) in DMF (130 mL) at 0 C was added 60% sodium hydride in oil. The reaction mixture was stirred at 0 C for lh and then 4-fluorobenzonitrile (3.9 g, 32.6 mmol) was added. It was heated to 60 C for 2h and stirred for 12 h at room temperature. The reaction mixture was diluted with EtOAc and washed with water and brine. The organic layer was dried, filtered, and concentrated under reduced pressure to provide the titled compound (2.5 g, 44% yield). NMR (300 MHz, DMSO-c¾): 67.72 (d, J = 9 Hz, 2H), 7.09 (d, J = 9 Hz, 2H), 4.48-4.34 (m, 1H), 2.68-2.55 (m, 1H), 2.07-1.94 (m, 2H), 1.85-1.71 (m, 2H), 1.46-1.11 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,27489-62-9, its application will become more common.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; HAMMOCK, Bruce, D.; HWANG, Sung, Hee; WECKSLER, Aaron, T.; MORISSEAU, Christophe; WO2012/112570; (2012); A1;,
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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 2516-33-8, name is Cyclopropylmethanol. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks

Typical Procedure 6: To a mixture of 2-cyclopropyl-methanol (6.15 g) and DMF (12 mL) was added NaH (60% in mineral oil, 1.5 g) at 0 C. After stirring for 4 hours at RT, the mixture was diluted with DMF (5 mL) and 5-bromo-2-fluoro-pyridine (6.00 g) was slowly added keeping the reaction temperature below 30 C. After 30 minutes at RT, the mixture was heated to 130 C. for 1 hour by microwave irradiation. After cooling to RT, the mixture was diluted with EA and washed with water (3 times). The organic phase was dried (Na2SO4) and concentrated. The residue was purified by SGC to provide 5-bromo-2-cyclopropylmethoxy-pyridine. MS ESI+: m/z=228 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 2516-33-8.

Reference:
Patent; SANOFI; Schwink, Lothar; Buning, Christian; Glombik, Heiner; Poverlein, Christoph; Ritter, Kurt; Halland, Nis; Lohmann, Matthias; (52 pag.)US2018/237419; (2018); A1;,
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Synthetic Route of 440-60-8, Adding some certain compound to certain chemical reactions, such as: 440-60-8, name is (Perfluorophenyl)methanol,molecular formula is C7H3F5O, 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 440-60-8.

General rocedure: 5.5 ml of aq. solutions of KBr (0.55 mol/dm3), 20 ml MeCN, TEMPO (0.12 g, 0.00077 mol), and 2,2,3-trifluoro-3-(1,1,2,2,3,3-hexafluoro-3-trifluoromethoxy-propoxy)-propan-1-ol (2a) (10 g, 0.0275 mol) were placed in the flask. 14% aq. NaOCl (48 ml) buffered by NaHCO3 (5.2 g) were added via the dropping funnel in 3 portions during two days of stirring in a room temperature (slight exothermic effect). The progress of reaction was monitored by 19F NMR spectroscopy. Then concentrated sulfuric acid followed by water was added. After extraction with diethyl ether, the organic phases were dried over magnesium sulfate. The solvent was evaporated to give a colorless liquid, which was distilled.

According to the analysis of related databases, 440-60-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ignatowska, Jolanta; Shyshkov, Oleg; Zipplies, Tilman; Hintzer, Klaus; Roeschenthaler, Gerd-Volker; Journal of Fluorine Chemistry; vol. 141; (2012); p. 35 – 40;,
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