methyl 2-cyclohexyl-2-hydroxyacetate synthesis
- Product Name:methyl 2-cyclohexyl-2-hydroxyacetate
- CAS Number:99183-16-1
- Molecular formula:C9H16O3
- Molecular Weight:172.2215
62783-63-5
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Yield:99183-16-1 94%
Reaction Conditions:
with carbonylhydrido(tetrahydroborato)[bis(2-diphenylphosphinoethyl)-amino]ruthenium(II);hydrogen;sodium hydrogencarbonate in methanol at 25; under 7500.75 Torr; for 12 h;Glovebox;Autoclave;chemoselective reaction;
Steps:
Typical procedures for the catalytic hydrogenation of α-keto esters
General procedure: A glass liner containing a stir bar was charged with substrate (0.5 mmol), base (0.05mmol), Ru-MACHO (5 umol) and MeOH (0.5 mL) in a glove box. The glass linerwas then placed into an autoclave followed by degassing with H2 three times. Thehydrogenation was carried out at 10-50 bar H2 with stirring at 25oC or 80oC for 12-24h. After the reaction finished, the autoclave was allowed to cool down to r.t. Thehydrogen gas was then carefully released in a fume hood, and the solution transferredto a flask with H2O (2 ml), extracted with EA (3x5 ml), dried with Na2SO4 andconcentrated in vacuo to afford the pure product 2a-2s or 3a-3s.
References:
Gao, Shaochan;Tang, Weijun;Zhang, Minghui;Wang, Chao;Xiao, Jianliang [Synlett,2016,vol. 27,# 11,art. no. ST-2016-W0067-L,p. 1748 - 1752] Location in patent:supporting information
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