HCID 23003716, compound → 3,3-Diethyl-4-hydroxypiperidine
Reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([OH:14])[C:10]([CH2:17][CH3:18])([CH2:15][CH3:16])[CH2:9]1)C1C=CC=CC=1>CO.[H][H].[OH-].[Pd+2].[OH-]>[CH2:17]([C:10]1([CH2:15][CH3:16])[CH:11]([OH:14])[CH2:12][CH2:13][NH:8][CH2:9]1)[CH3:18]Participants
5
Reagents, catalysts & solvents 3
Procedure
A mixture of 1-benzyl-3,3-diethyl-4-hydroxypiperidine (3.9 g, 15.85 mmole) and 20% palladium hydroxide (1.0 g) in methanol (100 ml) was stirred at 40° C. in hydrogen atmosphere (3.5 atm.) for 6 hr. Catalyst was filtered off, washed with methanol, filtrate was concentrated to dryness to give 3,3-diethyl-4-hydroxypiperidine as oil. Yield 1.8 g (73%), C9H19NO, m/z 158 (M+1).
Workup
- filtrationCatalyst was filtered off
- washwashed with methanol, filtrate
- concentrationwas concentrated to dryness
Sources & evidence
- ORD record
- ord-d36060147cff439c91f26b1f9699d38d
- Source dataset
- uspto-grants-2003_08
- Patent number
- US06608078B2
Reaction notes
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