1-Benzyl-4-methyl-4-phenylpiperidine → 4-Methyl-4-phenylpiperidine

HRID 1167703Notes

Reaction equation

HRID 1167703 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]([CH3:20])([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>CO.[Pd]>[CH3:20][C:11]1([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Participants

5

Reactant 2

HCID 108016621-Benzyl-4-methyl-4-phenylpiperidineHCID 178418361HCID 178418361, compound

Product 1

HCID 30195114-Methyl-4-phenylpiperidineYield 110.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×

Procedure

To a cooled suspension of 10% Pd-C (0.5 g) in 10 mL methanol was added a solution of 1-benzyl-4-methyl-4-phenyl piperidine (4.5 g, 17.0 mmol) in 40 mL of methanol and the resulting suspension was hydrogenated in a Parr bomb under 250 psi of hydrogen for two days. The suspension was filtered through a pad of celite and the solvent was removed from the filtrate to obtain 4-methyl-4-phenyl piperidine as a yellow solid (3.3 g, 99% yield).

Workup

  1. filtrationThe suspension was filtered through a pad of celite
  2. customthe solvent was removed from the filtrate

Sources & evidence

ORD record
ord-8a0d4905bb8e493b91d5e8a31821a3b8
Source dataset
uspto-grants-2003_09
Patent number
US06620815B1

Reaction notes

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