2-Cyclohexen-1-one, 4,4-dimethyl- → Cyclohexanone, 4,4-dimethyl-

HRID 2055177Notes

Reaction equation

HRID 2055177 reaction equation
[CH3:1][C:2]1([CH3:9])[CH2:7][CH2:6][C:5](=[O:8])[CH:4]=[CH:3]1>[Pd]>[CH3:1][C:2]1([CH3:9])[CH2:7][CH2:6][C:5](=[O:8])[CH2:4][CH2:3]1

Participants

3

Reactant 1

HCID 1368392-Cyclohexen-1-one, 4,4-dimethyl-

Product 1

HCID 138166Cyclohexanone, 4,4-dimethyl-

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To a solution of 4,4-dimethyl-cyclohex-2-enone (17.8 g, 0.14 mol) in EtOAC (290 mL) was added 10% Pd/C (0.36 g). The reaction mixture was subjected to hydrogenation for 8 h at room temperature. The reaction mixture was then filtered through a pad of Celite@, and washed with EtOAc (500 mL). Removal of the solvent provided the title compound as a white wax (15.6 g, 86%). MH+127.

Workup

  1. filtrationThe reaction mixture was then filtered through a pad of Celite@
  2. washwashed with EtOAc (500 mL)
  3. customRemoval of the solvent

Sources & evidence

ORD record
ord-d056b9a60529431babd9b55b6b3b5473
Source dataset
uspto-grants-2008_02
Patent number
US07332485B2

Reaction notes

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