反应详情

温度

60 °C

10% Palladium on carbon (4 g) was added as a slurry in water (25 ml) to a solution of (1R*,2R*,5R*)-8-benzyl-1-phenyl-8-azabicyclo[3.2.1]octan-2-ol (Description 9; 29.3 g, 100 mmol) and 1,4-cyclohexadiene (80 g, 1 mol) in ethanol (250 ml). The mixture was heated at 60° C. for 6 hours. On cooling to room temperature the mixture was filtered through Celite™ and the filtrate concentrated in vacuo. The residue was chromatographed on silica gel eluting with 5 and 10% methanol/dichloromethane/1% ammonia to yield the title compound (12.2 g, 60%).

1. temperatureOn cooling to room temperature the mixture
2. filtrationwas filtered through Celite™
3. concentrationthe filtrate concentrated in vacuo
4. customThe residue was chromatographed on silica gel eluting with 5 and 10% methanol/dichloromethane/1% ammonia