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(1S,2S,5R)-1-苯基薄荷醇的合成

Synthesis of (1R,2S,5R)-1-Phenylmenthol
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摘要 L-薄荷醇经Jones试剂氧化制得L-薄荷酮(1),将L-薄荷酮与苯基锂试剂反应制得产物(1S,2S,5R)-1-苯基薄荷醇(2),其结构经1HNMR,13CNMR,IR以及元素分析进行了表征。分析了影响反应的因素和分离纯化方法,研究结果表明,以投料比n(L-薄荷酮)∶n(苯基锂)∶n(无水乙醚)=0.08∶0.10∶0.76,在-40℃、氮气保护机械搅拌下反应8h,高收率(65%)合成了目标产物2。 L-Menthol was oxidized to L-menthone (1) by the jones reagent, and then reacted with phenyllithium to give ( 1R,2S,5R)-1-phenylmenthol (2). The structure of the product was identified by ^1H NMR, ^13C NMR, IR and element analysis. The reaction conditions were optimized. Studies showed that the mixture with the preferable ratio of n (L-menthone) :n (phenyllithium) :n (dry ether)= 0.08:0.10:0.76, was stirred at -40℃ under nitrogen for eight hours, and the product 2 was at high yield level of 65%.
出处 《精细化工中间体》 CAS 2008年第3期42-44,共3页 Fine Chemical Intermediates
基金 国家自然科学基金资助项目(20772102)
关键词 L-薄荷醇 L-薄荷酮 苯基锂 格氏反应 L-menthol L-menthone phenyllithium grignard reaction
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