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Chinese Journal of Organic Chemistry >

2013 , Vol. 33 >Issue 05: 1057 - 1061

DOI: https://doi.org/10.6023/cjoc201211010

Articles

Studies on the Synthesis of 5-Trifluoromethylpiperonal

  • Wang Yahu ,
  • Han Min ,
  • Zhang Lanlan ,
  • Zhou Shuiping ,
  • Duan Zhongyu
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  • a School of Chemical Engineering and Technology, Hebei University of Technology, Tianjin 300130;
    b Institute of Modern Tradtional Chinese Medicine, Institute of Tasly Academy, Tianjin Tasly Group Co. Ltd., Tianjin 300410

Received date: 2012-11-07

  Revised date: 2012-12-21

  Online published: 2013-01-07

Supported by

Project supported by Key Projects in the Tianjin Science & Technology Pillar Program (No. 12ZCZDSY01200), the Hebei Provincial Natural Science Foundation of China (No. B2010000039), the Hebei Education Department Research Project (No. 2011121) and the Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry.

Fold

Abstract

5-Trifluoromethylpiperonal was obtained by iodination, demethylation, methylene etherification and trifluoromethyl reaction of vanillin in a satisfied yield. The chemical structure of the product was identified by 1H NMR, 13C NMR, 19F NMR and HRMS. The optimal reaction conditions were investigated, including trifluoromethylation reagents, solvents, catalyst amounts, reaction temperature and reaction time. Meanwhile, three hydroxy substituted derivatives of 3,4-dihydroxy- 5-iodo-benzaldehyde were acquired by trifluoromethylation reaction with this method.

Key words： 5-trifluoromethylpiperonal; trifluoromethylation reaction; synthesis

Cite this article

Wang Yahu , Han Min , Zhang Lanlan , Zhou Shuiping , Duan Zhongyu . Studies on the Synthesis of 5-Trifluoromethylpiperonal[J]. Chinese Journal of Organic Chemistry, 2013 , 33(05) : 1057 -1061 . DOI: 10.6023/cjoc201211010

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