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Citation: HU Bing-Cheng, LÜ Chun-Xu, ZHANG Cai. Synthesis of 2,3-Dimethyl-4-carbomethoxy-2-cyclohexen-1-ol[J]. Chinese Journal of Applied Chemistry, ;2006, 23(5): 548-551. shu

Synthesis of 2,3-Dimethyl-4-carbomethoxy-2-cyclohexen-1-ol

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a School of Chemical Engineering, Nanjing University of Science & Technology, Nanjing 210094;
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b Technique Center, Qinghai Liming Chemical Co., Ltd., Xining

Corresponding author: HU Bing-Cheng,
Received Date: 5 July 2005
Available Online: 7 October 2005

Alkylation of methylcarbomethoxycyclohexenone 1 with iodomethane in a basic solution gave dimethylcarbomethoxycyclohexenone 2,which was transfered to dimethylcarbomethoxycyclohexenol 3 through the selective reduction of keto-carbonyl with a total yield of ca.60%.The effects of hydrogen-grabbing agents and reducing agent on the two reactions were studied.The results show that:the optimum hydrogen-grabbing agent and reducing agent for the alkylation and selective reduction of keto-carbonyl are sodium hydride and lithium-aluminum tri-tetra-butoxy hydride,and the yields of the alkylation and the reduction product are 90% and 67%,respectively.Their structures were confirmed by means of elemental analysis,UV-Vis,¹H NMR,IR,and MS spectra.
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