Chin. J. Org. Chem. ›› 2005, Vol. 25 ›› Issue (9): 1125-1128. Previous Articles     Next Articles

Reports

2,3,5,6-四氟苯甲醇的合成

唐渝*,屈伟月,杨骏   

  1. (暨南大学化学系 广州 510632)
  • 收稿日期:2004-12-16 修回日期:2005-03-28 发布日期:2005-08-24
  • 通讯作者: 唐渝

Synthesis of 2,3,5,6-Tetrafluorobenzyl Alcohol

TANG Yu*,QU Wei-Yue,YANG Jun   

  1. (Department of Chemistry, Jinan University, Guangzhou 510632)
  • Received:2004-12-16 Revised:2005-03-28 Published:2005-08-24
  • Contact: TANG Yu

2,3,5,6-Tetrafluorobenzyl alcohol, the important intermediate of insecticide transfluthrin, was synthesized through fluorination, hydrolysis, decarboxylation, esterification and reduction. Using anhydrous DMF in fluorination step, the yield of tetrafluoro-terephthalonitrile could be improved to 70.3%, with purity of 98.3%. The hydrolysis and decarboxylation occurred in one step by addition of water, and the yield of product 2,3,5,6-tetrafluorobenzoic acid was 92.5%. 2,3,5,6-Tetrafluorobenzyl alcohol was yielded with 52.3% by reduction of methyl 2,3,5,6-tetrafluorobenzoate with NaBH4/I2. Total yield was 29.6%.

Key words: tetrafluorobenzyl alcohol, synthesis, reduction, tetrafluorobenzoic acid