1-Benzyl-4-(N-Boc-amino)piperidine → 4-(N-Boc-amino)piperidine

Temperature

2 °C

The crude solution containing 130 g of 4-(t-butoxycarbonylamino)-1-benzylpiperidine (0.448 mol) was hydrogenated at 45 psi, room temperature in the presence of 10% Pd/C (52 g, 50% wet) and stopped when theoretical amount of H2 was consumed (23.5 h, TLC). The mixture was filtered from the catalyst and the cake was washed with ethanol (500 mL). The filtrate was concentrated to about 100 mL, redissolved in ethanol and reconcentrated. The mixture was solvent switched to heptane (200 mL final volume) and cooled to 2° C. The slurry was filtered and the solid was washed with heptane (200 mL). The solid was dried in a vacuum oven overnight to give 84 g of the title compound as a white crystalline solid.

1. customwas consumed (23.5 h, TLC)
2. filtrationThe mixture was filtered from the catalyst
3. washthe cake was washed with ethanol (500 mL)
4. concentrationThe filtrate was concentrated to about 100 mL
5. dissolutionredissolved in ethanol
6. filtrationThe slurry was filtered
7. washthe solid was washed with heptane (200 mL)
8. customThe solid was dried in a vacuum oven overnight

ORD record

ord-45a1479bc79d4f1fa51b60dab86a23f1

Source dataset

uspto-grants-2002_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06469172B2