反应详情

To a solution of methyl 5-(benzyloxycarbonylamino)bicyclo-[3.2.1]octane-1-carboxylate (10 g) in methanol (150 mL) was added 10% Pd/C (1 g) and the reaction mixture was stirred under H2 (1 atm) at room temperature overnight. The reaction mixture was filtered through a Celite pad, and the filtrate was concentrated. The residue was treated with aqueous HCl (2N, 200 mL) at 0° C. and then extracted with ethyl acetate (3×100 mL) to remove organic impurities. The aqueous phase was adjusted to pH 9-10 with Sat. Na2CO3 and extracted with dichloromethane/methanol (10/1, 3×100 mL). The combined organic layer was washed with water (100 mL) and brine (100 mL), dried over sodium sulfate and concentrated under reduced pressure to afford 2.98 g of methyl 5-aminobicyclo[3.2.1]octane-1-carboxylate as a yellow oil. ESI-MS m/z: 184 (M+H)+.

1. filtrationThe reaction mixture was filtered through a Celite pad
2. concentrationthe filtrate was concentrated
3. additionThe residue was treated with aqueous HCl (2N, 200 mL) at 0° C.
4. extractionextracted with ethyl acetate (3×100 mL)
5. customto remove organic impurities
6. extractionextracted with dichloromethane/methanol (10/1, 3×100 mL)
7. washThe combined organic layer was washed with water (100 mL) and brine (100 mL)
8. dry with materialdried over sodium sulfate
9. concentrationconcentrated under reduced pressure