Water → 3,3-Bis(4-chlorophenyl)pyrrolidin-2-one

Participants

Reaction Steps

A 500 mL stainless steel pressure bottle was charged with a Raney®-nickel 2800/water slurry (23.60 g, 402 mmol), followed by addition of the product from Example 25A (5.90 g, 16.9 mmol) and a solution of 7M NH3—CH3OH (30 mL)/CH3OH (120 mL). The reaction mixture was stirred at ambient temperature under an atmosphere of 30 psi H2 for 4 hours. The mixture was filtered through a nylon membrane and concentrated in vacuo. The crude product was slurried in 5% ethyl acetate/hexane, and the solid was collected by filtration to yield the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 8.13 (s, 1H), 7.41-7.35 (m, 4H), 7.35-7.30 (m, 4H), 3.18 (t, J=6.4, 2H), 2.72 (t, J=6.4, 2H); MS (DCI+) m/z 323 (M+NH4)+.

Provenance & Evidence