1-Benzyl-4-(pyridin-2-YL)piperidin-4-OL → 4-(2-Pyridinyl)-4-piperidinol
Reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]([OH:20])([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1>[Pd].CCO>[OH:20][C:11]1([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of N-benzyl-4-hydroxy-4-(2-pyridyl)piperidine (1.2 g, 4.48 mmol), 20% Pd—C (0.2 g) and EtOH (100 mL) was stirred at H2 (150 psi ) for 36 h. The catalyst was removed by filtration and washed with more ethanol. Solvent was evaporated to give pure 4-hydroxy-4-(2-pyridyl)piperidine (0.75 g, 94%).
Workup
- customThe catalyst was removed by filtration
- washwashed with more ethanol
- customSolvent was evaporated
Sources & evidence
- ORD record
- ord-882adc71092c4cdaab0e221b353f3d99
- Source dataset
- uspto-grants-2001_08
- Patent number
- US06274585B1
Reaction notes
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