Acetone → 3E,5E-Pseudoionone

HRID 1415464Notes

Reaction equation

HRID 1415464 reaction equation
[CH3:1][C:2](=[CH:4][CH2:5][CH2:6][C:7](=[CH:9][CH:10]=O)[CH3:8])[CH3:3].[CH3:12][C:13]([CH3:15])=[O:14]>[Cu]=O.[O-2].[Zn+2]>[CH3:3][C:2]([CH3:1])=[CH:4][CH2:5][CH2:6]/[C:7](/[CH3:8])=[CH:9]/[CH:10]=[CH:12]/[C:13]([CH3:15])=[O:14]

Participants

5

Reactant 2

HCID 180AcetoneHCID 88433,7-Dimethylocta-2,6-Dienal

Product 1

HCID 17570033E,5E-Pseudoionone

Reagents, catalysts & solvents 2

HCID 14829Copper oxideCatalystHCID 3007857Zinc OxideCatalyst

Procedure

50 Parts of citral and 100 parts of acetone are reacted for 45 minutes at 200° C and a pressure of 80 atmospheres in the presence of 12 parts of a catalyst consisting of 12% by weight of copper(II) oxide and 88% by weight of zinc oxide. 45.6 parts of pseudoionone having a boiling point of 90° C at 0.01 mm is obtained analogously to Example 1. The conversion is 82% of theory and the yield based on citral is 88% of theory.

Sources & evidence

ORD record
ord-6328ca294a1e4aa4be8365f859c4aa9b
Source dataset
uspto-grants-1977_01
Patent number
US04005147

Reaction notes

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