HCID 22278870, compound → HCID 22278876, compound

HRID 746904Notes

Reaction equation

HRID 746904 reaction equation
C([N:8]1[CH2:13][CH:12]([CH3:14])[C:11](=[O:15])[C:10]([CH3:17])([CH3:16])[CH2:9]1)C1C=CC=CC=1>CO.[H][H].[OH-].[OH-].[Pd+2]>[CH3:16][C:10]1([CH3:17])[C:11](=[O:15])[CH:12]([CH3:14])[CH2:13][NH:8][CH2:9]1

Participants

5

Reactant 1

HCID 22278870HCID 22278870, compound

Product 1

HCID 22278876HCID 22278876, compound

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

A mixture of 20% Pd(OH)2 on carbon (0.3 g) and 1-benzyl-3,3,5-trimethyl-4-piperidone (1.5 g, 6.5 mmol) in methanol (20 ml) was stirred in hydrogen atmosphere (1 atm.) at 30° C. for 6 hr. The catalyst was filtered off, washed with methanol and filtrate was concentrated to dryness to afford 3,3,5-trimethyl-4-piperidinone. Yield 0.8 g (88%), C8H15NO, m/z 142 (M+1).

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed with methanol and filtrate
  3. concentrationwas concentrated to dryness

Sources & evidence

ORD record
ord-229e5e58009b4b16a3752128a2329093
Source dataset
uspto-grants-2008_07
Patent number
US07393957B2

Reaction notes

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