HCID 10236255, compound → 3,3-Dimethylpiperidin-4-amine
Reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5](C(OCC2C=CC=CC=2)=O)[CH2:4][C:3]1([CH3:19])[CH3:18]>[Pd].CO>[NH2:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][C:3]1([CH3:19])[CH3:18]Participants
4
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 30 °C
Procedure
A mixture of 10% palladium on carbon (7.5 g) and (−)-4-amino-1-benzyloxycarbonyl-3,3-dimethylpiperidine (cf. Preparation 19, Step 4, 50 g, 191.0 mmol) in methanol (500 ml) was stirred under hydrogen atmosphere (30 atm.) at 30° C. for 6 hr. The catalyst was filtered off, washed with 100 ml methanol and filtrate was concentrated to dryness to afford (−)-4-amino-3,3-dimethylpiperidine, which was further purified by vacuum distillation to give 16.8 (71%) titled compound.
Workup
- filtrationThe catalyst was filtered off
- washwashed with 100 ml methanol and filtrate
- concentrationwas concentrated to dryness
Sources & evidence
- ORD record
- ord-e88962d282254613aeb5ddfcf747caee
- Source dataset
- uspto-grants-2008_07
- Patent number
- US07393957B2
Reaction notes
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