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Chinese Journal of Organic Chemistry >

2012 , Vol. 32 >Issue 10: 1965 - 1969

DOI: https://doi.org/10.6023/cjoc201205005

Notes

Etherification of 2-Acetoxymethylpyrrole Derivative with Sodium Alkoxide

  • Yan Zhaohua ,
  • Yu Zhangxin ,
  • Liu Yongjie ,
  • Hu Wei
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  • Department of Chemistry, Nanchang University, Nanchang 330031

Received date: 2012-05-05

  Revised date: 2012-06-07

  Online published: 2012-06-21

Supported by

Project supported by the Natural Science Foundation of Jiangxi Province (No. 2009GZH0078).

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Abstract

Etherification of 2-acetoxymethylpyrrole derivative with sodium alkoxide at reflux was investigated in details resulting in the smooth formation of the corresponding 2-alkoxymethylpyrrole derivative in excellent yield. A plausible mechanism involving the formation of a highly reactive intermediate azafulvene species was proposed to explain the observed transformation. An alternate method for the preparation of 2-alkoxymethylpyrrole derivative starting from 2-acetoxymethylpyrrole derivative in alkaline media was provided.

Key words： 2-acetoxymethylpyrrole derivative; 2-alkoxymethylpyrrole derivative; etherification; azafulvene; sodium alkoxide

Cite this article

Yan Zhaohua , Yu Zhangxin , Liu Yongjie , Hu Wei . Etherification of 2-Acetoxymethylpyrrole Derivative with Sodium Alkoxide[J]. Chinese Journal of Organic Chemistry, 2012 , 32(10) : 1965 -1969 . DOI: 10.6023/cjoc201205005

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