反应详情

温度

70 °C

LiAlH4 (176 mg, 4.63 mmol) was added to a solution of trans-4-benzyl-5,5-difluorohexahydrocyclopenta[b][1,4]oxazin-3(2H)-one (550 mg, 2.05 mmol) in THF (15 mL) at 0° C. The reaction mixture was heated at 70° C. for 2 hours and then cooled to room temperature. 5 mL of water was added slowly to quench the reaction and then the reaction was extracted with EtOAc (100 mL). The organic layer was washed with brine (50 mL), dried over anhydrous Na2SO4, and concentrated under reduced pressure. Purification of the residue on a silica gel column (0 to 40% EtOAc/hexanes) afforded trans-4-benzyl-5,5-difluorooctahydrocyclopenta[b][1,4]oxazine. MS ESI calc'd. for C14H17F2NO [M+H]+ 254. found 254.

1. temperaturecooled to room temperature
2. customto quench
3. customthe reaction
4. extractionthe reaction was extracted with EtOAc (100 mL)
5. washThe organic layer was washed with brine (50 mL)
6. dry with materialdried over anhydrous Na2SO4
7. concentrationconcentrated under reduced pressure
8. customPurification of the residue on a silica gel column (0 to 40% EtOAc/hexanes)