Electroreduction of Alkylphenones in Diaphragmless Cell
with Soluble Anode

B. V. Lyalin, K. I. Kashparov, and V. A. Petrosyan^z

Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, Moscow, 119991 Russia

Received February 4, 2008

Abstract—Electroreduction of alkylphenones PhCO(CH₂)₂R, where R = CH₃, C₂H₅, C₄H₉, allows the
corresponding diols of the general composition [R(CH₂)₂PhC(OH)PhC(OH)(CH₂)₂R] to be synthesized.
This process was carried out in 0.2 M Et₄NBr solution in dimethylformamide under the conditions of diaphrag-
mless galvanostatic electrolysis with a Pt cathode and a Mg (Zn) anode at a current of 0.2 A and a temperature
of 30. Optimization of this process makes it possible to synthesize a mixture of meso/dl isomers of target
products (the meso/dl ratio depends on the R size and varies from 1/0.30 to 1/0.08) with the overall yields of
31–62% per the loaded ketone for its conversion by 52–86%.

Key words: galvanostatic electrolysis, soluble Mg (Zn) anode, Pt cathode, butyrophenone, valerophenone, hep-
tanophenone, meso/dl isomers of 4,5-diphenyloctane-4,5-diol, 5,6-diphenyldecane-5,6-diol, 7,8-diphenyltet-
radecane-7,8-diol

DOI: 10.1134/S1023193508120136

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