反应详情

In 35 ml of tetrahydrofuran was suspended 0.74 g of sodium boron hydride, and boron trifluoride diethyl complex was added to the suspension under ice-cooling. The mixture was stirred as such under ice-cooling for 30 minutes, and 90 ml of a tetrahydrofuran solution containing 3.60 g of trans-4-(benzyloxycarbonylamino)cyclohexanecarboxylic acid was added thereto under ice-cooling. After the mixture was stirred at room temperature for 2 hours, the reaction mixture was poured into an ice water and extracted with chloroform. The extract was washed with water and brine, dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure. The residue was suspended in diisopropyl ether and collected by filtration to obtain N-benzyloxycarbonyl-trans-4-(hydroxymethyl)cyclohexylamine.

1. additionwas added to the suspension under ice-
2. temperaturecooling
3. temperaturecooling for 30 minutes
4. additionwas added
5. temperatureunder ice-cooling
6. stirringAfter the mixture was stirred at room temperature for 2 hours
7. extractionextracted with chloroform
8. washThe extract was washed with water and brine
9. dry with materialdried over anhydrous sodium sulfate
10. customthe solvent was removed under reduced pressure
11. filtrationcollected by filtration