Ethanol → HCID 67360306, compound

Participants

Reaction Steps

Stir, at room temperature, a mixture of 345 mg of 4-(6-chloro-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 1 hour and 3 hours, add, each time, a further 65 mg of powdered zinc and maintain the stirring for approximately 4 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). The filtrate is evaporated to dryness under vacuum, add twice 50 ml of toluene and re-evaporate, each time, to dryness under vacuum. The residue is chromatographed on silica gel, eluting with a mixture of dichloromethane-7N solution of ammonia in methanol (90/10 by volume). In this way, we obtain 275 mg of 4-(6-chloro-1H-benzimidazol-2-yl)-9H-fluorene-9(R,S)-amine in the form of a beige foam with the following characteristics:

Provenance & Evidence