Boron tribromide → HCID 13228938, compound

Participants

Reaction Steps

4-Chloro-1-(4-methoxy-3-methylbenzyl)-2-phenylimidazole-5-acetic acid (1.1 g) was suspended in 20 ml of dichloromethane and 4 ml of a dichloromethane solution containing 1 g of boron tribromide was added dropwise under stirring at room temperature. A precipitate separated out immediately after dissolution of the starting material. The mixture was allowed to stand for 6 hours. The supernatant was discarded and the precipitate was stirred with 50 ml each of ethyl acetate and water. The ethyl acetate layer was washed with water and evaporated to dryness under reduced pressure. The residue was washed with a small amount of acetone and recrystallized from aqueous alcohl to give 0.8 g of 4-chloro-1-(4-hydroxy-3-methylbenzyl)-2-phenylimidazole-5-acetic acid as colorless scales, m.p. 193°-195° C. (decompn.).

Provenance & Evidence