Memoirs of the Faculty of Engineering, Okayama University
Published by Faculty of Enginerring, Okayama University

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Memoirs of the School of Engineering, Okayama University

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Lactone Carboxylic Acids. III. Reaction of Ethyl β-Alkylglycidates with Ethyl Malonate

Takeda Akira Department of Industrial Chemistry
Kariya Yosihiro Department of Synthetics Chemistry, School of Engineering, Okayama University
Torii Sigeru Department of Industrial Chemistry
The ring opening of epoxide group in the reaction of ethyl ,β-alkylglycidates with sodiomalonate was observed mostly at the α-position of the glycidates. Ethyl β-ethylglycidate, however, on treatment with sodiomalonate gave ten percent of β-fission product, elucidated by NMR spectra. The reaction sequence provides a general preparative route to γ-alkylparaconic acids and their derivatives.