反应详情

To a cooled (10° C.) solution 8-aza-bicyclo[3.2.1]octane (295 mg, 2.00 mmol) and pyridine (486 μL, 6.02 mmol) in DCM (10 mL) was added triphosgene (595 mg, 2.00 mmol) portionwise. The reaction was allowed to reach room temperature and stirred overnight. The mixture was quenched with HCl (1M aqueous, 10 mL) and stirred for 30 min. The aqueous phase was extracted with DCM (×3) and the combined organic layers were washed with HCl (1M aqueous), brine, dried (MgSO4) and concentrated in vacuo, to give the title compound (244 mg, 70%). 1H NMR (400 MHz, CDCl3): 1.46-1.70 (4H, m), 1.72-1.92 (5H, m), 2.04-2.11 (2H, m), 4.39-4.44 (2H, m).

1. customto reach room temperature
2. customThe mixture was quenched with HCl (1M aqueous, 10 mL)
3. stirringstirred for 30 min
4. extractionThe aqueous phase was extracted with DCM (×3)
5. washthe combined organic layers were washed with HCl (1M aqueous), brine
6. dry with materialdried (MgSO4)
7. concentrationconcentrated in vacuo