Ethyl 3-oxovalerate → HCID 13749106, compound

Participants

Reaction Steps

To a stirred solution of sodium methoxide (7.2 g, 0.133 mole) in ethanol (240 ml) and ethyl 3-oxopentanoate (13.5 ml) was added [2,3-dichloro-4-(3-dimethylamino-1-oxopropyl)phenoxy]acetic acid hydrochloride (15.0 g, 0.042 mole). The reaction mixture was heated at reflux for 3 hours, the solvent was distilled at reduced pressure, then the mixture was treated with 150 ml of 2.5% sodium hydroxide and heated on a steam bath for 21/2 hours. The mixture was diluted with water, acidified, extracted into ether, washed with water, brine, dried over magnesium sulfate and evaporated at reduced pressure to give 4.1 g of [2,3-dichloro-4-(2-methyl-3-oxo-1-cyclohexen-1-yl)phenoxy]acetic acid which melted at 143°-145° C. after recrystallization from butyl chloride.

Provenance & Evidence