Oxygen → Ketoisophorone

HRID 2071353Notes

Reaction equation

HRID 2071353 reaction equation
[CH3:1][C:2]1[CH2:8][C:6](=[O:7])[CH2:5][C:4]([CH3:10])([CH3:9])[CH:3]=1.[O:11]=O>CC(CC(C)=O)=O.CC(CC(C)=O)=O.CC(CC(C)=O)=O.[Cr].[Cr].[Cr].[Cr].[Cr].[Cr+6].N1C=CC=CC=1>[O:11]=[C:3]1[C:4]([CH3:10])([CH3:9])[CH2:5][C:6](=[O:7])[CH:8]=[C:2]1[CH3:1]

Participants

5

Reactant 2

HCID 977OxygenHCID 10108Beta-Isophorone

Product 1

HCID 62374Ketoisophorone

Reagents, catalysts & solvents 2

HCID 86280405Chromium;chromium(6+);tris(pentane-2,4-dione)CatalystHCID 1049PyridineSolvent

Procedure

3,5 g. of chromium (III) acetylacetonate in 100 ml. of pyridine are treated with 69 g. of β-isophorone. The mixture is gassed with oxygen at 70° C. for 2 hours with intensive stirring and subsequently worked up by distillation. The conversion of β-isophorone used amounts to 49,6 g. corresponding to 72%. Ketoisophorone is obtained in a yield of 41 g. corresponding to 75%.

Workup

  1. distillationsubsequently worked up by distillation

Sources & evidence

ORD record
ord-0ffd83e1d5b34c0bae28da475f1011e8
Source dataset
uspto-grants-1977_09
Patent number
US04046813

Reaction notes

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