THE SYNTHESES OF 1-CHLORO-1-NITROALKENES

Abstract

Chlorination of 1-nitroalkenes in acetic acid at 0° in the presence of hydrogen chloride gives the corresponding 1,2-dichloro-1-nitroalkanes in good yields. If the reaction is carried out at higher temperatures, an α-chlorohydroxamoyl chloride, resulting from the reaction of the nitroalkene with hydrogen chloride, is obtained as a side product. Base-catalyzed elimination of hydrogen chloride from the 1,2-dichloro-1-nitroalkenes gave the corresponding 1-chloro-1-nitroalkenes in high yields.