Ethanol → HCID 67359644, compound

Participants

Reaction Steps

Stir, at ambient temperature, a mixture of 390 mg of 4-(6-bromo-1H-benzimidazol-2-yl)-9H-fluoren-9-one oxime (Z, E) in a mixture of 2 ml of acetic acid, 2 ml of ethanol and 2 ml of water in the presence of 65 mg of powdered zinc. After half an hour, add a further 65 mg of powdered zinc and maintain the stirring for approximately 3 hours. Add Celite, filter over sintered glass and wash the precipitate with 200 ml of a mixture of methanol and dichloromethane (20/80 by volume). Evaporate the filtrate to dryness under vacuum, add twice 50 ml of toluene and, each time, re-evaporate to dryness under vacuum. The residue is chromatographed on silica gel, eluting with a mixture of dichloromethane and a 7N solution of ammonia in methanol (90/10 by volume). In this way, we obtain 69 mg of 4-(6-bromo-1H-benzimidazol-2-yl)-9H-fluoren-9(R,S)-amine, in the form of a beige foam with the following characteristics:

Provenance & Evidence