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

HRID 12023

Reaction equation

HRID 12023 reaction equation
[CH3:1][C:2]1([CH3:9])[CH2:7][CH2:6][C:5](=[O:8])[CH:4]=[CH:3]1.[H][H]>C(OCC)(=O)C.[Pd]>[CH3:1][C:2]1([CH3:9])[CH2:7][CH2:6][C:5](=[O:8])[CH2:4][CH2:3]1

Participants

5

Reactant 2

HCID 1368392-Cyclohexen-1-one, 4,4-dimethyl-HCID 178418361HCID 178418361, compound

Product 1

HCID 138166Cyclohexanone, 4,4-dimethyl-Yield 94%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 4,4-dimethyl-cyclohex-2-enone (3 mmol) in ethyl acetate is hydrogenated overnight at room temperature using Pd/C (0.05 mmol) with hydrogen under normal pressure. Filtration over celite and then concentration by evaporation produces 4,4-dimethyl-cyclohexanone (355 mg) in a yield of 94% (J. Org. Chem. 2001, 66 (3), 733-738).

Workup

  1. filtrationFiltration over celite
  2. concentrationconcentration
  3. customby evaporation

Sources & evidence

ORD record
ord-4a9b7976539f4e5b878d784e3b817458
Source dataset
uspto-grants-2010_06
Patent number
US07727979B2

Linked notes

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