4-Benzylidenecyclohexanone → 4-Benzylcyclohexanone

HRID 67690Notes

Reaction equation

HRID 67690 reaction equation
[CH:1](=[C:8]1[CH2:13][CH2:12][C:11](=[O:14])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Pd].C(OCC)(=O)C>[CH2:1]([CH:8]1[CH2:13][CH2:12][C:11](=[O:14])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 197051964-Benzylidenecyclohexanone

Product 1

HCID 106552354-Benzylcyclohexanone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 7.15 g (0.031 mole) of 4-benzylidenecyclohexanone, ethylene ketal and 0.35 g of 10% palladium on carbon in 150 ml of ethyl acetate was shaken under hydrogen until the theoretical gas uptake had been observed (1 hour). The catalyst was then removed on a filter and the filtrate was concentrated in vacuo to give 4-benzylcyclohexanone, ethylene ketal as an oil, the nmr spectrum of which agreed with the structure.

Workup

  1. custom(1 hour)
  2. customThe catalyst was then removed on
  3. filtrationa filter
  4. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-9a66bb25a06e483c8a4c489a6cc0ed69
Source dataset
uspto-grants-1982_08
Patent number
US04346101

Reaction notes

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