Isophorone → 3,3,5-Trimethylcyclohexanone

HRID 1461949Notes

Reaction equation

HRID 1461949 reaction equation
[O:1]=[C:2]1[CH2:9][C:6]([CH3:8])([CH3:7])[CH2:5][C:4]([CH3:10])=[CH:3]1.[H][H]>[Pd]>[CH3:10][CH:4]1[CH2:5][C:6]([CH3:8])([CH3:7])[CH2:9][C:2](=[O:1])[CH2:3]1

Participants

4

Reactant 2

HCID 6544IsophoroneHCID 178418361HCID 178418361, compound

Product 1

HCID 133983,3,5-Trimethylcyclohexanone

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Conditions

Temperature
50 °C

Procedure

2.2 kg of isophorone and 5 g of 5% palladium-on-carbon catalyst are added to a 3 liter autoclave which is fitted with heating means, cooling means and a stirrer. A hydrogen pressure of 8-10 atmospheres is now generated and the mixture is slowly warmed to 30°-35° C. Since the hydrogenation is exothermic, provision is made by cooling that a temperature of 50° C. is not exceeded. After completion of the hydrogen uptake (temperature drop), the catalyst is filtered off. There are thus obtained 2.2 kg of crude dihydroisophorone, which is uniform according to gas chromatography and which is used directly.

Workup

  1. customis fitted with heating means
  2. temperaturecooling means and a stirrer
  3. temperaturethe mixture is slowly warmed to 30°-35° C
  4. filtrationAfter completion of the hydrogen uptake (temperature drop), the catalyst is filtered off

Sources & evidence

ORD record
ord-c1e553e5abf44ddfb55102257c0362d2
Source dataset
uspto-grants-1984_07
Patent number
US04457862

Reaction notes

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