Ethanol → HCID 54445106, compound

Participants

Reaction Steps

A solution of 15.8 g of isophorone in 70.0 g of ethylacetate was ozonolized at 0° C. for 2 hours. After addition of 80.0 g of absolute ethanol and 0.91 g of concentrated sulfuric acid, the reaction solution was cooked overnight under reflux. The cooled solution was adjusted to pH 7 with an ethanolic solution of sodium hydroxide. The ethanol and the ethylacetate were distilled off. The desired 3,3-dimethyl-5-oxo-hexanoic acid ethyl ester was isolated by vacuum distillation. 18.6 g of a colorless fluid (boiling point: 104° to 105° C. at 19 mbar) was obtained which according to gas chromatography contained 98.2 percent of 3,3-dimethyl-5-oxo-hexanoic acid ethyl ester. This corresponds to 18.3 g of 100 percent ester and to a yield of 85.9 percent, calculated on the amount of isophorone used.

Provenance & Evidence