1-benzyl-N,N,3,5-tetramethylpiperidin-4-amine → HCID 22278857, compound
Reaction equation
C([N:8]1[CH2:13][CH:12]([CH3:14])[CH:11]([N:15]([CH3:17])[CH3:16])[CH:10]([CH3:18])[CH2:9]1)C1C=CC=CC=1>CO.[H][H].[OH-].[OH-].[Pd+2]>[CH3:16][N:15]([CH3:17])[CH:11]1[CH:10]([CH3:18])[CH2:9][NH:8][CH2:13][CH:12]1[CH3:14]Participants
5
Reactant 1
Product 1
Reagents, catalysts & solvents 3
Procedure
A mixture of 20% Pd(OH)2 on carbon (0.5 g) and Mixtures A+B of 1-benzyl-4-dimethylamino-3,5-dimethylpiperidine (2.7 g, 10.1 mmol) in methanol (50 ml) was stirred in hydrogen atmosphere (1 atm.) at 60° C. for 48 hr. The catalyst was filtered off, washed with methanol and filtrate was concentrated to dryness to afford Mixtures A+B of 4-dimethylamino-3,5-dimethylpiperidine. Yield 0.9 g (52.6%), C9H20N2, m/z 157 (M+1).
Workup
- filtrationThe catalyst was filtered off
- washwashed with methanol and filtrate
- concentrationwas concentrated to dryness
Sources & evidence
- ORD record
- ord-1b8361ac50af4139bc8d050aa27054d8
- Source dataset
- uspto-grants-2009_12
- Patent number
- US07626032B2
Reaction notes
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