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Electrochemical reduction of mucochloric acid and its 5-alkoxy derivatives
Authors:L Z Latypova  V V Yanilkin  A R Kurbangalieva  E A Berdnikov  G A Chmutova
Institution:1. A. M. Butlerov Chemical Institute of the Kazan Federal University, 18 ul. Kremlevskaya, 420008, Kazan, Russian Federation
2. A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences, 8 ul. Akad. Arbuzova, 420088, Kazan, Russian Federation
Abstract:5-Alkoxy-3-chloro-2(5H)-furanones were synthesized by the electrochemical reduction of 5-alkoxy derivatives of mucochloric acid in acetonitrile on the lead electrode in the presence of acetic acid as a proton donor. A combined analysis of the experimental data and quantum chemical calculation of intermediates indicates the EE D C mechanism of reduction, including the tandem transfer of two electrons with chloride ion elimination at the stage of transfer of the second electron and protonation.
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