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2013 , Vol. 33 >Issue 05: 1022 - 1025

DOI: https://doi.org/10.6023/cjoc201211014

研究论文

α-苯偶姻肟的绿色合成及其顺、反异构体的选择性控制与分离

  • 李晶 ,
  • 徐盛明 ,
  • 李林艳 ,
  • 王俊莲
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  • 清华大学核能与新能源技术研究院 北京 100084

收稿日期: 2012-11-07

  修回日期: 2012-01-13

  网络出版日期: 2012-01-21

基金资助

国家自然科学基金(Nos. 51074096, 50734005)和国家重点基础研究发展计划(No. 2012CBA01201)资助项目.

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Green Synthesis of α-Benzoin Oxime, and the Selective Control and Separation of Its Cis-Trans Isomers

  • Li Jing ,
  • Xu Shengming ,
  • Li Linyan ,
  • Wang Junlian
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  • Institute of Nuclear and New Energy Technology, Tsinghua University, Beijing 100084

Received date: 2012-11-07

  Revised date: 2012-01-13

  Online published: 2012-01-21

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 51074096, 50734005), and the National Basic Research Program of China (No. 2012CBA01201).

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摘要

报道了一种α-苯偶姻肟的合成及其顺、反异构体的分离方法. 以苯甲醛为原料, 双正离子咪唑盐为催化剂, 通过氮杂卡宾机理合成了中间体α-苯偶姻, 该方法条件温和, 成本较低, 环境友好, 收率较高. 在α-苯偶姻肟化生成α-苯偶姻肟的反应中, 通过调节反应温度, 得到了互为顺、反异构体的两种初产物, 并采用梯度淋洗的柱层析法将两种异构体完全分离.

关键词： α-苯偶姻肟; 合成; 顺、反异构体; 分离

本文引用格式

李晶 , 徐盛明 , 李林艳 , 王俊莲 . α-苯偶姻肟的绿色合成及其顺、反异构体的选择性控制与分离[J]. 有机化学, 2013 , 33(05) : 1022 -1025 . DOI: 10.6023/cjoc201211014

Abstract

A synthesis and isolation method for α-benzoin oxime was reported. With benzaldehyde as starting material and dicationic imidazolium salt as catalyst, α-benzoin as an important intermediate was synthesized through the mechanism of nitrogen heterocyclic carbine. This method is characterized by mild conditions, low cost, environment friendly and good yield. In the α-benzoin oximation reaction, adjusting the reaction temperature can get selective control of oxime structure for cis-trans isomers which were completely separated by column chromatography using gradient elution.

Key words： α-benzoin oxime; synthesis; cis-trans isomer; separation

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