反应详情

In a 500 mL flask containing 3,3-diphenylpiperidin-2-one (3.77 g, 15 mmol; Example 68C) as a suspension in ether (300 mL) was added lithium aluminum hydride (2.0 Min tetrahydrofuran, 15 mL, 30 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 or diatomaceous earth. The organic phase was separated, concentrated, and the residue was purified over silica gel eluting with 95:5 dichloromethane/methanol to give the title compound. MS (DCI+) m/z 238 (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 or diatomaceous earth
5. customThe organic phase was separated
6. concentrationconcentrated
7. customthe residue was purified over silica gel eluting with 95:5 dichloromethane/methanol