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Electroreduction of alkylphenones in diaphragmless cell with soluble anode

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Abstract

Electroreduction of alkylphenones Ph-CO-(CH2)2R, where R = CH3-, C2H5-, C4H9-, allows the corresponding diols of the general composition [R(CH2)2-PhC(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 diaphragmless galvanostatic electrolysis with a Pt cathode and a Mg (Zn) anode at a current of 0.2 A and a temperature of 30°C. 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%.

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Correspondence to V. A. Petrosyan.

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Original Russian Text © B.V. Lyalin, K.I. Kashparov, V.A. Petrosyan, 2008, published in Elektrokhimiya, 2008, Vol. 44, No. 12, pp. 1493–1497.

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Lyalin, B.V., Kashparov, K.I. & Petrosyan, V.A. Electroreduction of alkylphenones in diaphragmless cell with soluble anode. Russ J Electrochem 44, 1393–1396 (2008). https://doi.org/10.1134/S1023193508120136

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  • DOI: https://doi.org/10.1134/S1023193508120136

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