Acetic Acid → HCID 178519496, compound

Participants

Reaction Steps

A mixture of 1.5 parts of 5-[(1H-imidazol-1-yl)phenylmethyl]-α-phenyl-1H-benzimidazole-2-methanol, 1.4 parts of potassium dichromate and 25 parts of acetic acid was stirred for 45 minutes at room temperature. Water was added to the mixture and the whole was made alkaline with concentrated ammonium hydroxide. The product was extracted with a mixture of trichloromethane and methanol (95:5 by volume). The extract was dried, filtered and evaporated. The residue was purified twice by column chromatography over silica gel using a mixture of trichloromethane, methanol and methanol, saturated with ammonia (90:5:5 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was crystallized from 63 parts of ethyl acetate. The product was filtered off and dried in vacuo at 100° C. during 17 hours, yielding 0.8 parts (54%) of [5-[(1H-imidazol-1-yl)phenylmethyl]-1H-benzimidazol-2-yl] phenylmethanone; mp. 223.3° C. (compound 264).

Provenance & Evidence