benzyl (2S)-1-[(4-fluorophenyl)sulfonyl]-2-pyrrolidinecarboxylate → (2S)-1-(4-fluorobenzenesulfonyl)pyrrolidine-2-carboxylic acid

Participants

Reaction Steps

Benzyl (2S)-1-[(4-fluorophenyl)sulfonyl]-2-pyrrolidinecarboxylate (10.03 g) [see Preparation 48] was dissolved in ethanol (200 ml) and hydrogenated over 10% w/w palladium-on-charcoal (2.0 g) at 60 psi (414 kPa) for 18 hours. The reaction mixture was then filtered through a plug of ARBOCEL (trade mark) filter aid and the filtrate evaporated under reduced pressure. The residue was azeotroped with dichloromethane to afford (2S)-1-[(4-fluorophenyl)sulfonyl]-2-pyrrolidinecarboxylic acid (5.50 g) as a white solid.

Provenance & Evidence