The reaction of β-propiolactone(1), ketene dimer(2) or γ-butyrolactone(3) with methanol, ethanol, 1-propanol and 1-butanol in the diazomethane-ether solution has been carried out. The reaction of (1) with alcohols, as well as the base catalyzed reaction, gives alkyl hydracrylate. In the same manner, (2), after reacting with alcohols gives alkyl acetoacetate. However, (3), after reacting with alcohols, gives alkyl γ-oxybutyrate. Alkyl γ-oxybutyrate is reported to be impossible to obtained by the base catalyzed reaction. The effects of time, temperature and diazomethane concentration on the proportions of products are demonstrated.
Reactions of Lactones with Alcohols in a Diazomethane-Ether Solution
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