Oxygen → 2-Hydroxy4,4-dimethyl-gamma-butyrolactone

Participants

Reaction Steps

A mixture of 3 mmol of ethyl acrylate, 1 ml of 2-propanol, 0.6 mmol of N-hydroxyphthalimide, 0.06 mmol of cobalt(II) acetate, and 1 ml of acetonitrile was stirred at 60° C. in an oxygen atmosphere (1 atm) for 5 hours. A gas chromatographic analysis of products in a reaction mixture revealed that ethyl 2,4-dihydroxy-4-methylpentanoate and α-hydroxy-γ,γ-dimethyl-γ-butyrolactone were formed in yields of 1% and 43%, respectively. The conversion rate from ethyl acrylate was 53%.

Provenance & Evidence