3-Methyl-2-buten-1-OL → 3,7-Dimethylocta-2,6-Dienal

HRID 2397194Notes

Reaction equation

HRID 2397194 reaction equation
[CH3:1][C:2]([CH3:6])=[CH:3][CH2:4][OH:5].[CH3:7][C:8]([CH3:12])=[CH:9][CH:10]=O>O>[CH3:7][C:8](=[CH:9][CH2:10][CH2:1][C:2](=[CH:3][CH:4]=[O:5])[CH3:6])[CH3:12]

Participants

4

Conditions

Temperature
140 °C

Procedure

Air is blown for five minutes through a mixture of 100 parts of 3-methyl-2-buten-1-ol (prenol) and 100 parts of 3,3-dimethylacrolein. The reaction mixture containing peroxide is then heated for six hours at 140° C. The water formed in the reaction is removed continuously by injecting pentane into the reaction chamber. The reaction product is worked up by distillation. 59.2 parts of citral having a boiling point of 103° to 106° C. at 12 mm is obtained, equivalent to a yield of 76% of theory based on 3,3-dimethylacrolein at a conversion of 43%.

Workup

  1. customis removed continuously
  2. distillationThe reaction product is worked up by distillation

Sources & evidence

ORD record
ord-9966891101264eeb975046b4bc0cccbd
Source dataset
uspto-grants-1977_05
Patent number
US04021411

Reaction notes

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