Ethanol → Ethyl 2-acetyl-4-methylpent-4-enoate

HRID 1905620Notes

Reaction equation

HRID 1905620 reaction equation
[C:1]([O:4][CH2:5][CH3:6])(=[O:3])[CH3:2].[CH2:7](Cl)[C:8](=[CH2:10])[CH3:9].[CH2:12]([OH:14])[CH3:13].C(=O)([O-])[O-].[K+].[K+]>O>[C:12]([CH:2]([CH2:7][C:8]([CH3:9])=[CH2:10])[C:1]([O:4][CH2:5][CH3:6])=[O:3])(=[O:14])[CH3:13]

Participants

6

Reactant 4

HCID 702Ethanol2×HCID 8857Ethyl AcetateHCID 112413-Chloro-2-methyl-1-propeneHCID 11430Potassium Carbonate

Product 1

HCID 97705Ethyl 2-acetyl-4-methylpent-4-enoate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a reaction vessel of 1.5 l equipped with a mechanical stirrer, a condenser, a thermometer and an inlet tube for nitrogen, 600 g (4.61M) of ethyl acetate, 375.9 g (4.15M) of methallyl chloride, 500 ml of ethanol and 636.9 g (4.61M) of potassium carbonate are mixed together. The resulting suspension is heated at reflux for 2 h while the mixture becomes slightly yellow and thick. Ethanol is stripped off and the obtained residue is dissolved in 900 ml of water. The two layers thus formed are separated and the organic phase is washed with 900 ml of water.

Workup

  1. customIn a reaction vessel of 1.5 l equipped with a mechanical stirrer, a condenser
  2. temperatureThe resulting suspension is heated
  3. temperatureat reflux for 2 h while the mixture
  4. customThe two layers thus formed
  5. customare separated
  6. washthe organic phase is washed with 900 ml of water

Sources & evidence

ORD record
ord-39bb79434b22497ebfe75ebf4b789dac
Source dataset
uspto-grants-1987_03
Patent number
US04647407

Reaction notes

Loading…