Use of Chloride Ion as a Catalyst for Dehydrochlorination Reactions: The Synthesis of 3,5,6-Trichloropyridin-2-ol

Article abstract of DOI:10.1021/jo00101a044

The reaction conditions to prepare 2,2,4-trichloro-4-cyanobutanoyl chloride (3) in high yield via the CuCl addition of trichloroacetyl chloride (1) to acrylonitrile (2) are reported.A novel conversion of 3 to 3,5,6-trichloropyridin-2-ol (6) via 3,3,5,6-tetrachloro-3,4-dihydropyridin-2-one (4) under anhydrous conditions and without salt formation has been achieved in 90percent yield using chloride ion as a dehydrochlorination catalyst.