Ethanol → HCID 13749105, compound

Participants

Reaction Steps

To a stirred solution of sodium (0.836 g, 0.0363 mole) in ethanol (70 ml) and ethyl acetoacetate (4.73 g, 0.0363 mole) was added [2,3-dichloro-4-(1-oxo-2-butenyl)phenoxy]acetic acid (4.67 g, 0.0162 mole). The reaction mixture was heated at reflux for 3 hours then the solvent was distilled at reduced pressure. The residue was dissolved in water, acidified with hydrochloric acid, extracted with ether, washed with water, dried over magnesium sulfate and evaporated at reduced pressure to give 3.7 g of [2,3-dichloro-4-(5-methyl-3-oxo-1-cyclohexen-1-yl)phenoxy]acetic acid which melted at 187°-190° C. after recrystallization from acetonitrile.

Provenance & Evidence