1-Benzyl-4-(4-methylphenyl)piperidin-4-ol → 4-(p-Tolyl)piperidin-4-ol

HRID 2223707Notes

Reaction equation

HRID 2223707 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)([OH:14])[CH2:10][CH2:9]1)C1C=CC=CC=1>CCOC(C)=O.[Pd]>[C:18]1([CH3:21])[CH:17]=[CH:16][C:15]([C:11]2([OH:14])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[CH:20][CH:19]=1

Participants

4

Reactant 1

HCID 1986081-Benzyl-4-(4-methylphenyl)piperidin-4-ol

Product 1

HCID 939124-(p-Tolyl)piperidin-4-ol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 1-benzyl-4-p-tolyl-piperidin-4-ol (350 mg, 1.243 mmol), and Pd—C 10% (55 mg) in EtOAc (7 mL) is hydrogenated at room temperature and atmospheric pressure for 20 h. The mixture is filtered over Celite, and the filtrate is evaporated to provide the title compound.

Workup

  1. customis hydrogenated at room temperature
  2. filtrationThe mixture is filtered over Celite
  3. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-c6f70b010c7a40709af899d864980563
Source dataset
uspto-grants-2008_05
Patent number
US07375227B2

Reaction notes

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