Imidazole → HCID 13232348, compound

Participants

Reaction Steps

A solution of 10 g of 2-bromomethyl-2-(4-chlorophenyl)-3-(2,4-dichlorophenyl)-oxirane (isomer A; cf. Example b) in 50 ml of N,N-dimethylformamide was added dropwise, at 100° C., to a melt consisting of 15.6 g of imidazole and 1.37 g of sodium methylate, the methanol liberated having been distilled off from the melt beforehand. After 8 hours, the reaction solution was poured onto water and extracted with ethyl acetate, the organic phase was washed with water, dried over sodium sulfate and evaporated down under reduced pressure, and the residue was chromatographed over a silica gel column using a 100:2 methylene chloride/methanol mixture. The purified fractions were evaporated down, and the residue was crystallized from diisopropyl ether. 4.6 g (47.5%) of 2-(1H-imidazol-1-ylmethyl)-2-(4-chlorophenyl)-3-(2,4-dichlorophenyl)-oxirane (isomer A) of melting point 102°-103° C. were obtained.

Provenance & Evidence