3,7-Dimethylocta-2,6-Dienal → HCID 53732516, compound

HRID 1415469Notes

Reaction equation

HRID 1415469 reaction equation
[CH3:1][C:2]([CH2:4][CH2:5][CH2:6][C:7](=[O:9])[CH3:8])=[CH2:3].[CH3:10][C:11](=[CH:13][CH2:14][CH2:15][C:16](=[CH:18][CH:19]=O)[CH3:17])[CH3:12]>[O-2].[Zn+2].O>[CH3:3][C:2]([CH2:4][CH2:5][CH2:6][C:7](=[O:9])[CH:8]=[CH:19][CH:18]=[C:16]([CH3:17])[CH2:15][CH2:14][CH:13]=[C:11]([CH3:12])[CH3:10])=[CH2:1]

Participants

5

Reactant 2

HCID 88433,7-Dimethylocta-2,6-DienalHCID 1515096-Methyl-6-hepten-2-one

Product 1

HCID 53732516HCID 53732516, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 3007857Zinc OxideCatalystHCID 962WaterSolvent

Conditions

Temperature
160 °C

Procedure

A mixture of 150 parts of 2-methyl-1-hepten-6-one and 50 parts of citral is heated with 20 parts of zinc oxide in a round flask while stirring for 4 hours at 160° C and atmospheric pressure. Water thus formed is removed by distillation. The fractionation which follows gives 61 parts of 2,10,14-trimethylpentadeca-1,7,9,13-tetraen-6-one having a boiling point of 118° to 120° C at 10116 4 mm. The yield is 88% of theory based on citral, at a conversion of 81%.

Workup

  1. customis removed by distillation

Sources & evidence

ORD record
ord-3701e3923fab4353941c4ff261081c10
Source dataset
uspto-grants-1977_01
Patent number
US04005147

Reaction notes

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