4,4-dipropylcyclohex-2-en-1-one → 4,4-dipropylcyclohexan-1-one

HRID 1088681Notes

Reaction equation

HRID 1088681 reaction equation
[CH2:1]([C:4]1([CH2:11][CH2:12][CH3:13])[CH2:9][CH2:8][C:7](=[O:10])[CH:6]=[CH:5]1)[CH2:2][CH3:3].[H][H]>[Pd].C(OCC)(=O)C>[CH2:11]([C:4]1([CH2:1][CH2:2][CH3:3])[CH2:5][CH2:6][C:7](=[O:10])[CH2:8][CH2:9]1)[CH2:12][CH3:13]

Participants

5

Reactant 2

HCID 44504944,4-dipropylcyclohex-2-en-1-oneHCID 178418361HCID 178418361, compound2×

Product 1

HCID 27759954,4-dipropylcyclohexan-1-oneYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a suspension of 10% palladium on carbon (0.1 equivalents) in ethyl acetate was added 4,4 dipropylcyclohex-2-enone, prepared as described in Example 3. The reaction mixture was hydrogenated at 300N/m2 hydrogen in a Parr hydrogenation apparatus at room temperature until hydrogen uptake has ceased (0.5-5 hours). The catalyst was removed by filtration through celite and the filtrate was concentrated to give the desired product as a colorless oil. The product was used without further purification. Yield 98%.

Workup

  1. customprepared
  2. custom(0.5-5 hours)
  3. customThe catalyst was removed by filtration through celite
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-2f69d15c3a9647d48aec352dd41204ac
Source dataset
uspto-grants-1990_10
Patent number
US04963557

Reaction notes

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