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Electrooxidation of alken-1-ylarenes in aqueous alcohol solutions

  • Organic and Heteroorganic Synthesis
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Abstract

In the initial stages of the electrooxidation of alken-1-ylarenes-propenyl-benzene (Ia) and 4-propenylanisole (Ib)- in aqueous alcohol solutions, 1,2-dialkoxypropyl- (II), 1-hydroxy-2-alkoxypropyl- (VII), and 1,2-dihydroxy-propyl arenes (VIII) are formed. Subsequent rupture of the C-C benzyl bond converts the ethers (II) into benzaldehyde acetals (III) and benzaldehydes (IV), and compounds (VII) and (VIII) into (IV). Benzaldehydes (IV) are also formed from (II) by hydrolysis of the acetals (III)- partly for (IIIa) and completely for (IIIb). Electrolysis of (Ia and Ib) in aqueous alcohol solution leads mainly to their conversion into benzaldehydes (IV).

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    Yu. N. Ogibin, A. I. Ilovaiskii & G. I. Nikishin

Authors
  1. Yu. N. Ogibin
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  2. A. I. Ilovaiskii
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  3. G. I. Nikishin
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2356–2361, October, 1991.

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Ogibin, Y.N., Ilovaiskii, A.I. & Nikishin, G.I. Electrooxidation of alken-1-ylarenes in aqueous alcohol solutions. Russ Chem Bull 40, 2065–2070 (1991). https://doi.org/10.1007/BF00963506

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  • DOI: https://doi.org/10.1007/BF00963506

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