| (1S,2S,5R)-1-苯基薄荷醇的合成 |
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| 引用本文： | 胡海,张祚,陈叶辉,阳年发,杨利文.(1S,2S,5R)-1-苯基薄荷醇的合成[J].精细化工中间体,2008,38(3). |
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| 作者姓名： | 胡海 张祚 陈叶辉 阳年发 杨利文 |
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| 作者单位： | 湘潭大学,化学学院,湖南,湘潭,411105;湘潭大学,化学学院,湖南,湘潭,411105;湘潭大学,化学学院,湖南,湘潭,411105;湘潭大学,化学学院,湖南,湘潭,411105;湘潭大学,化学学院,湖南,湘潭,411105 |
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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。
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| 关 键 词： | L-薄荷醇 L-薄荷酮 苯基锂 格氏反应 |
Synthesis of(1R,2S,5R)-1-Phenylmenthol |
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| HU Hai,ZHANG Zuo,CHEN Ye-hui,YANG Nian-fa,YANG Li-wen.Synthesis of(1R,2S,5R)-1-Phenylmenthol[J].Fine Chemical Intermediates,2008,38(3). |
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| Authors: | HU Hai ZHANG Zuo CHEN Ye-hui YANG Nian-fa YANG Li-wen |
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| Abstract: | 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%. |
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| Keywords: | L-menthol L-menthone phenyllithium grignard reaction |
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