反应详情

To a stirred solution of tert-butyl 7-bromo-3-oxo-2,3-dihydrospiro[indene-1,4′-piperidine]-1′-carboxylate (196 mg, 0.52 mmol) in MeOH (20 mL) were added NH4OAc (795 mg, 10.3 mmol) and NaCNBH3 (324 mg, 5.2 mmol). The mixture was heated at reflux for 1 d. The mixture was concentrated under reduced pressure, diluted with EtOAc (90 mL), washed with 1M aq NaOH (25 mL) and dried over Na2SO4. Removal of the solvent gave crude (±)-tert-butyl 3-amino-7-bromo-2,3-dihydrospiro[indene-1,4′-piperidine]-1′-carboxylate (264 mg) which was used without purification.

1. temperatureThe mixture was heated
2. temperatureat reflux for 1 d
3. concentrationThe mixture was concentrated under reduced pressure
4. additiondiluted with EtOAc (90 mL)
5. washwashed with 1M aq NaOH (25 mL)
6. dry with materialdried over Na2SO4
7. customRemoval of the solvent