Category: 37722-82-0

Application of 37722-82-0, A common heterocyclic compound, 37722-82-0, name is Methyl 3-Hydroxycyclohexanecarboxylate, molecular formula is C8H14O3, 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 the solution of methyl 3-hydroxycyclohexanecarboxylate AA53 (25.7 g, 0.163 mmol) in dichloromethane (250 mL) was added Dess-Martin periodinane (69.0 g, 0.163 mmol) over 20 minutes at 0 . After stirred at room temperature for 3 hours, the mixture was filtered. The filtrate was washed with saturated sodium bicarbonate aqueous solution (200 mL) for three times, brine (200 mL) , dried over Na2SO4 (s), filtered and concentrated to give a residue, which was purified by silica gel column chromatography (petroleum ether : ethyl acetate = 15 : 1 to 6 : 1) to give the title compound (20.5 g, 82 %yield) as colorless oil.1H NMR (400 MHz, CDCl3) delta 3.70 (s, 3H) , 2.84 -2.76 (m, 1H) , 2.54 (d, J = 10.4 Hz, 2H) , 2.37 -2.27 (m, 2H) , 2.13 -2.02 (m, 2H) , 1.90 -1.70 (m, 2H) .

The synthetic route of 37722-82-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN SCIENCES IRELAND UNLIMITED COMPANY; JOHNSON & JOHNSON (CHINA) INVESTMENT LTD.; JIANG, Yimin; WAN, Zhao-Kui; CHEUNG, Wing Shun; LIU, Qian; DENG, Gang; LIANG, Chao; (230 pag.)WO2019/214610; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 37722-82-0, The chemical industry reduces the impact on the environment during synthesis 37722-82-0, name is Methyl 3-Hydroxycyclohexanecarboxylate, I believe this compound will play a more active role in future production and life.

Methyl 1-oxaspiror2.5loctane-5-carboxylateTo a solution of trimethylsulfoxonium iodide (53.3 g, 242 mmol) in dry DMSO (300 ml.) under N2, was added sodium hydride (9.69 g, 242 mmol) portionwise over 30 min. This light yellow mixture was stirred at RT for 1 h. The reaction mixture was then cooled in an ice bath and treated with methyl 3-oxocyclohexanecarboxylate (29.0 g, 186 mmol) dropwise while maintaining a temperature at or below 27 C. The resulting reaction mixture was allowed to warm slowly to RT and stir overnight. The reaction was diluted with water and extracted with DCM. The combined organics were washed with water, dried over MgS04, filtered, and concentrated to provide methyl 1-oxaspiro[2.5]octane-5-carboxylate (31.8 g, 85 % yield) which was used without further purification. H NMR (400 MHz, CDCI3) delta 3.66 (s, 3H), 2.71 (m, 1 H), 2.65 (d, J = 1.76 Hz, 2H), 2.00 (dd J = 1 1.8, 13.6 Hz, 2H), 1.74 – 1.85 (m, 2H), 1.60 – 1.74 (m, 1 H), 1.40 – 1.56 (m, 2H), 1.17 – 1.32 (m, 1 H).

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, Methyl 3-Hydroxycyclohexanecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE LLC; BROOKS, Carl; CHEUNG, Mui; EIDAM, Hilary, Schenck; GOODMAN, Krista, B.; HAMMOND, Marlys; HILFIKER, Mark, A.; HOANG, Tram, H.; PATTERSON, Jaclyn, R.; STOY, Patrick; YE, Guosen; WO2013/12500; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 37722-82-0, name is Methyl 3-Hydroxycyclohexanecarboxylate, A new synthetic method of this compound is introduced below., Formula: C8H14O3

Methyl 3-oxocvclohexanecarboxylateRuthenium (IV) oxide hydrate (1.47 g, 1 1.1 mmol) and sodium bromate (100 g, 664 mmol) were combined in diethyl ether (600 mL) and water (300 mL). The resulting black mixture was stirred for 10 min and then cooled in an ice bath. Methyl 3- hydroxycyclohexanecarboxylate (35 g, 221 mmol) was dissolved in ether (to bring total volume to 100 mL) and was added dropwise to the ice cold reaction mixture. The temperature was not allowed to go above 30 C. The reaction mixture was stirred for 1 h with the reaction temperature at -15 C. Isopropanol was carefully added to the reaction mixture at a rate necessary to keep the reaction temperature at -27 C. The layers were separated and the organic layers were washed with ether. The combined organics were washed with saturated aqueous NaHC03 solution and brine. The organics were then dried over MgS04, filtered, and concentrated to provide methyl 3-oxocyclohexanecarboxylate (34.5 g, 100 % yield) which was used without further purification. H NMR (400 MHz, CDCI3) delta 3.68 (s, 3H), 2.79 (m, 1 H), 2.52 (d, J = 7.78 Hz, 2H), 2.23 – 2.42 (m, 2H), 1.98 – 2.15 (m, 2H), 1.82 (d, J = 10.29 Hz, 1 H), 1.61 – 1.77 (m, 1 H).

The synthetic route of 37722-82-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; BROOKS, Carl; CHEUNG, Mui; EIDAM, Hilary, Schenck; GOODMAN, Krista, B.; HAMMOND, Marlys; HILFIKER, Mark, A.; HOANG, Tram, H.; PATTERSON, Jaclyn, R.; STOY, Patrick; YE, Guosen; WO2013/12500; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics