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1-Benzyl-4-(pyridin-2-YL)piperidin-4-OL → 4-(2-Pyridinyl)-4-piperidinol

HRID 1840320
Notes
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Reaction equation

HRID 1840320 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]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 151233341-Benzyl-4-(pyridin-2-YL)piperidin-4-OL

Product 1

HCID 36133634-(2-Pyridinyl)-4-piperidinolYield 94%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

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

  1. customThe catalyst was removed by filtration
  2. washwashed with more ethanol
  3. customSolvent was evaporated

Sources & evidence

ORD record
ord-7015182b943f40f3baabc65fee166bf7
Source dataset
uspto-grants-2004_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06680323B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes