反应详情

温度

0 °C

To a stirred solution of methyl 5-(benzyloxycarbonylamino)bicyclo[3.2.1]octane-1-carboxylate (1.0 g, 3.15 mmol) in THF (20 mL) at 0° C. was added LiBH4 (2M in THF, 3 mL, 6 mmol) dropwise under N2. After stirring at 0° C. for 30 min, the reaction was allowed to warm up to room temperature overnight. The reaction was quenched with Sat. NH4Cl and resulting mixture was extracted with ethyl acetate (3×20 mL). Combined organic phase was washed with brine, dried over Na2SO4 and concentrated under reduced pressure to afford a residue, which was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=3/1) to give 750 mg (81%) of the title compound, N-(5-(hydroxymethyl)bicyclo[3.2.1]octan-1-yl)acetamide as a colorless oil. ESI-MS m/z: 290 (M+H)+

1. temperatureto warm up to room temperature overnight
2. customThe reaction was quenched with Sat. NH4Cl
3. customresulting mixture
4. extractionwas extracted with ethyl acetate (3×20 mL)
5. washCombined organic phase was washed with brine
6. dry with materialdried over Na2SO4
7. concentrationconcentrated under reduced pressure
8. customto afford a residue, which
9. customwas purified by column chromatography (silica gel, petroleum ether/ethyl acetate=3/1)