HCID 86705477, compound → HCID 68294966, compound

Participants

Reaction Steps

To a solution of 88 (1.55 g, 3.68 mmol) in EtOAc/EtOH (1:1, 50 mL) was added a Raney Nickel suspension (0.316 g, 3.68 mmol) and the reaction mixture was purged with nitrogen then placed under 40 psi hydrogen for 20 h. A second aliquot of Raney Ni suspension (1 mL) was added and the reaction was placed under hydrogen pressure for another 24 h. A third aliquot of Raney Ni was added (1 mL) and the reaction was placed under hydrogen pressure of 45 psi for 24 h. The reaction was filtered through a plug of CELITE® and the filtrate was concentrated. The crude product was purified by SiO2 chromatography eluting with an EtOAc/hexane gradient (10 to 30% EtOAc) to afford 400 mg (50.8%) of (S)-4-(4-chloro-3-fluorophenyl)pyrrolidin-2-one (90).

Provenance & Evidence