N-Benzyloxycarbonyl-3-(4-acetoxy-4-phenylpiperidin-1-yl)propylamine → 3-(4-Acetoxy-4-phenylpiperidin-1-yl)propylamine

反応式

C(OC([NH:11][CH2:12][CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][C:18]([O:27][C:28](=[O:30])[CH3:29])([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:17][CH2:16]1)=O)C1C=CC=CC=1>N.CO.[Pd]>[C:28]([O:27][C:18]1([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:17][CH2:16][N:15]([CH2:14][CH2:13][CH2:12][NH2:11])[CH2:20][CH2:19]1)(=[O:30])[CH3:29]

参加物

実験手順

A mixture of N-benzyloxycarbonyl-3-(4-acetoxy-4-phenylpiperidin-1-yl)propylamine (3.0 g, 7.3 mmol) and 10% Pd-C (0.3 g) in 1M ammonia in methanol(50 mL) was hydrogenated at 70 psi at room temperature for 4 h. The catalyst was removed by filtration and the solvent was evaporated to leave the product as a viscous oil (2.01 g, 99%), the 1H-NMR showed it to be very pure and was used in the next step without any purification.