Ammonium formate → 1-[2-(2-Fluorophenyl)propyl]piperazine

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Reaction Steps

4-Benzyl-1-[2-(2-fluorophenyl)propyl]piperazine (3.17 g, 0.01 mol), ammonium formate (3.2 g, 0.05 mol) and palladium (II) hydroxide on carbon (10% w/w, 1.6 g) were mixed in methanol (200 ml) and heated under reflux for 18 h. The catalyst was filtered off through celite and the filtrate evaporated. Chromatography on silica gel with dichloromethane-methanol-880 ammonia (80:8:1) yielded 1-[2-(2-fluorophenyl)propyl]piperazine (1.64 g, 73%) as a colourless oil, δH (250 MHz, CDCl3) 1.2 (3H, d, J 7.0, Me), 2.3-2.6 (6H, m, CH2), 2.8-3.0 (4H, m, CH2), 3.1-3.2 (1H, m, MeCH), 6.9-7.4 (4H, m, ArH).

Provenance & Evidence