反应详情

In a 500 mL flask containing 3,3-diphenylpyrrolidine-2-one (5.00 g, 21 mmol; Example 1A) as a suspension in ether (300 mL) was added lithium aluminum hydride (2.0 M in tetrahydrofuran, 24 mL, 48 mmol) slowly via syringe under nitrogen. The reaction was refluxed overnight, cooled to room temperature, and then carefully quenched by the slow addition of 1 N NaOH (60 mL). The reaction was diluted with ethyl acetate (200 mL) and filtered through a pad of diatomaceous earth. The organic phase was separated, concentrated, and the residue purified over silica gel eluting with 95:5 dichloromethane/methanol to give the title compound. MS (DCI+) m/z 224 (M+H)+.

1. temperatureThe reaction was refluxed overnight
2. customcarefully quenched by the slow addition of 1 N NaOH (60 mL)
3. additionThe reaction was diluted with ethyl acetate (200 mL)
4. filtrationfiltered through a pad of diatomaceous earth
5. customThe organic phase was separated
6. concentrationconcentrated
7. customthe residue purified over silica gel eluting with 95:5 dichloromethane/methanol