反应详情

tert-Butyl 2-[3-(2-naphthyl)-8-azabicyclo[3.2.1]oct-2-en-8-yl]ethylcarbamate (0.50 g, 1.30 mmol) and 1 mL trifluoroacetic acid are stirred at 23 C in 20 mL CH2Cl2 for 2 h. The volatiles are evaporated, and the residue is partitioned between 50 mL of saturated aqueous NaHCO3 and 50 mL EtOAc. The aqueous layer is extracted with 2×25 mL EtOAc, and the combined organics are washed with 3×50 mL H2O, 1×50 mL brine, dried over MgSO4, filtered, and evaporated to give 0.22g (0.79 mmol, a 60% yield) of the title compound as an orange solid. mp: 62-65 C; MS (ES) m/z 279 (MH)+.

1. customThe volatiles are evaporated
2. customthe residue is partitioned between 50 mL of saturated aqueous NaHCO3 and 50 mL EtOAc
3. extractionThe aqueous layer is extracted with 2×25 mL EtOAc
4. washthe combined organics are washed with 3×50 mL H2O, 1×50 mL brine
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. customevaporated
8. customto give 0.22g (0.79 mmol