Ammonium formate → (S)-1-Phenyl-2-piperazin-2-yl-ethanol

Participants

Reaction Steps

Dissolve (S)-2-(1,4-dibenzyl-piperazin-2-yl)-1-phenyl-ethanol (3.89 g, 10.1 mmol) in ethanol (50 mL). Add ammonium formate (3.8 g, 60.4 mmol), palladium hydroxide (1.6 g, 20 wt. % on carbon) and ethanol (25 mL). Heat to reflux. After 6.5 h, cool and stir at ambient temperature 18 h. Filter the palladium hydroxide and concentrate the filtrate. Purify by silica gel chromatography using 2N ammonia in methanol-methylene chloride (10%) then 7N ammonia in methanol-methylene chloride (10%) as the eluent to give 860 mg (41%) of the title compound: mass spectrum (ion spray): m/z=207 (M+1).

Provenance & Evidence