Reaction of 1-Ethoxyvinyl Acetate with Aliphatic Diazo Compounds
The purpose of the experiments described in this thesis was to prepare certain cyclopropane derivatives by the reaction of 1-ethoxyvinyl acetate with various diazo compounds, and to investigate the behavior of the resulting products on hydrolysis. Background information relating to the mechanism of such reactions and previous work in this area is discussed. The preparation of 1-ethoxyvinyl ecetate is described, and evidence is presented for its subsequent conversion to ethyl 2-acetoxy-2ethoxycyclopropanecarboxylate by reaction with ethyl diazoacetate. The infrared spectra of the major products in this sythetic sequence are reproduced and discussed in detail. Other experiments concerned with the attempted reactions of 1-ethoxyvinyl acetate with diazomethane and diphenyldiazomethane, and the hydrolysis of ethyl 2-acetoxy-2-ethoxycyclopropanecarboxylate are described.