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Electrochemical production of novel products from 2,3-dimethylhydroquinone in the presence of some β-diketones

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Abstract

Electrochemical oxidation of 2,3-dimethylhydroquinone has been studied in the presence of β-diketones as nucleophiles in aqueous solution using cyclic voltammetry and controlled-potential coulometry. The results indicate that the derivatives of 2,3-dimethylhydroquinone participate in a Michael addition reaction to form the corresponding benzofuran derivatives. The electrochemical synthesis has been successfully performed at pH 7.0 and E = 0.1 V versus an Ag|AgCl|KCl (3 M) in an undivided cell in good yield and purity.

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Acknowledgments

We gratefully acknowledge financial support from the Research Council of Shahid Beheshti University.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Sciences, Shahid Beheshti University, G. C., Evin, Tehran, Iran

    S. Makarem, A. R. Fakhari & Ali A. Mohammadi

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  1. S. Makarem
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  2. A. R. Fakhari
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  3. Ali A. Mohammadi
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Correspondence to A. R. Fakhari.

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Makarem, S., Fakhari, A.R. & Mohammadi, A.A. Electrochemical production of novel products from 2,3-dimethylhydroquinone in the presence of some β-diketones. Monatsh Chem 140, 645–649 (2009). https://doi.org/10.1007/s00706-009-0114-x

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  • DOI: https://doi.org/10.1007/s00706-009-0114-x

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