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有机化学
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有机化学 ›› 1999, Vol. 19 ›› Issue (1): 34-39. 上一篇    下一篇

研究论文

环丙烷基三甲基硅醚类化合物的脱硅基及酯化反应的研究

孙海洲;李基森   

  1. 中国科学院上海有机化学研究所.上海(200032)
  • 发布日期:1999-02-25

The research on the desilylation and esterification of the trimethylsilyl cyclopropyl ethers

Sun Haizhou;Li Jisen   

  1. Shanghai Inst Organ Chem., CAS.Shanghai(200032)
  • Published:1999-02-25

环丙烷基硅醚在卤化锌的作用下能够与硅胶反庆生成环丙基醇。研究了环丙烷基硅醚在卤化锌作用下与酰氯发生的酯化反应,发现在配位性较弱的溶剂二氯甲烷中,可得到比在乙醚中更高的产率。此外,采用一锅煮的方法,从烯醇硅醚出发,经过环丙化反应、酯化反应,以较好的产率合成了环丙基酯。

关键词: 硅醚, 超声波, 锌化合物, 酰氯, 卤化物, 酯化, 环丙烷P

Trimethylsilyl cyclopropyl ethers can react with the silica gel to form the cyclopropanols when Lewis acid such as ZnX~2 existed. Then the esterification reaction between trimethylsilyl cyclopropyl ethers and acid chloride in the presence of ZnCl~2 were investigated, and better yields were obtained in less electron-donating solvent CH~2Cl~2 than in Et~2O. Moreover, we adopted an one-pot route combining the cyclopropanation and esterification of enoxysilane to prepare the cyclopropyl esters in moderate to good yields.

Key words: CYCLOPROPANE P, ACYL CHLORIDES, ZINC COMPOUNDS, ULTRASONIC WAVES, HALIDE, ESTERIFICATION

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