Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Electrolyses of 2,2-Dichloro-3-phenylcyclopropanecarboxylic Acids in Hydroxylic Solvents with a Platinum Anode
Akira TakedaSatosi WadaYasuo Murakami
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1971 Volume 44 Issue 10 Pages 2729-2732

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Abstract

Electrolysis of 2,2-dichloro-3-phenylcyclopropanecarboxylic acid (1a) in hydroxylic solvents such as methanol and acetic acid, or in aqueous methanol with acetic acid in excess, was carried out with a platinum anode. Solvolysis rather than coupling was found to occur yielding 3,3-dichloro-1-phenylallyl methyl ether (4a) or 3,3-dichloro-1-phenylallyl acetate (5a), or both, depending on the solvent. Electrolysis of 2,2-dichloro-3-methyl-3-phenylcyclopropanecarboxylic acid (1b) in aqueous methanol gave ether 4b. Structural characterization of the products was also discussed.

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