Tert-butyl 3-pyridin-4-yl-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylate → Tert-butyl 3-pyridin-4-yl-8-azabicyclo[3.2.1]octane-8-carboxylate
Reaktionsgleichung
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH2:13][CH:12]3[N:14]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH:9]([CH2:10][CH2:11]3)[CH:8]=2)=[CH:3][CH:2]=1>CO.[Pd]>[N:1]1[CH:6]=[CH:5][C:4]([CH:7]2[CH2:8][CH:9]3[N:14]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH:12]([CH2:11][CH2:10]3)[CH2:13]2)=[CH:3][CH:2]=1Komponenten
4
Versuchsvorschrift
In a high-pressure reactor, under nitrogen, 0.17 g of 5% palladium-on-charcoal is added to 0.46 g of tert-butyl 3-pyridin-4-yl-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylate solubilized in 20 ml of methanol. The reaction mixture is placed under a hydrogen pressure of 3 atmospheres at 25° C., and mechanically stirred for two and a half hours. The palladium is filtered off on Whatman paper and washed with methanol. The solvent is evaporated off and 0.46 g of tert-butyl 3-pyridin-4-yl-8-azabicyclo[3.2.1]octane-8-carboxylate is obtained.