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

HRID 1658635Notes

Reaction equation

HRID 1658635 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

Reactant 2

HCID 111733-Methyl-2-buten-1-OLHCID 610203-Methyl-2-butenal

Product 1

HCID 88433,7-Dimethylocta-2,6-DienalYield 71%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

50 parts of prenol and 50 parts of 3,3-dimethylacrolein have 3 parts of silica gel added and are heated for six hours at 135°C with azeotropic removal of water. The silica gel is then filtered off and the filtrate is distilled. 42.5 parts of citral is obtained, equivalent to a conversion of 66% and a yield of 71% (based on 3,3-dimethylacrolein).

Workup

  1. additionadded
  2. filtrationThe silica gel is then filtered off
  3. distillationthe filtrate is distilled

Sources & evidence

ORD record
ord-b62514ad57db41a696e865512e2d4fbf
Source dataset
uspto-grants-1976_06
Patent number
US03965193

Reaction notes

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