1-Benzyl-4-(3-phenylpropyl)piperidin-4-ol → 4-(3-Phenylpropyl)piperidin-4-ol

HRID 380487Notes

Reaction equation

HRID 380487 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]([OH:23])([CH2:14][CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1>CO.[OH-].[OH-].[Pd+2]>[OH:23][C:11]1([CH2:14][CH2:15][CH2:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

4

Reactant 1

HCID 226244781-Benzyl-4-(3-phenylpropyl)piperidin-4-ol

Product 1

HCID 4169034-(3-Phenylpropyl)piperidin-4-ol

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A mixture of 3.3 g (10.7 mmol) of 1-benzyl-4-hydroxy-4-(3-phenylpropyl)piperidine and 0.5 g of Pd(OH)2 (Pearlman's catalyst) in 80 mL of MeOH was hydrogenated at 50 psi for 24 h. The reaction mixture was filtered through a thin pad of celite and concentrated to give the title compound.

Workup

  1. filtrationThe reaction mixture was filtered through a thin pad of celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-40a77371a6cb480f8c0eb67477e659d4
Source dataset
uspto-grants-2001_10
Patent number
US06303593B1

Reaction notes

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