HCID 23003686, compound → 3-Ethyl-4-hydroxy-3-methylpiperidine

Participants

Reaction Steps

A mixture of 1-benzyl-3-ethyl-4-hydroxy-3-methylpiperidine (1.1 g, 4.74 mmole) and 20% palladium hydroxide (0.4 g) in methanol (20 ml) was stirred at ambient temperature in hydrogen atmosphere (1 atm.) for 20 hr. Catalyst was filtered off, washed with methanol, filtrate was concentrated to dryness to give 3-ethyl-4-hydroxy-3-methylpiperidine as oil. Yield 0.6 g (90%), C8H17NO, m/z 144 (M+1), PMR (CDCl3): 0.7-1.06 (6H, m, 2×CH3), 1.24-2.0 (5H, m, CH2, H5, NH & OH, NH & OH D2O exchangeable), 2.3 (1H, m, H5), 2.62-3.18 (2H, m, H2), 3.3-3.8 (3H, m, H4 & H6).

Provenance & Evidence