Electrochemical reactions. Part II. The structure of an unusual product from the reduction of 1-acetylnaphthalene
- 1 January 1967
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- p. 2628-2631
- https://doi.org/10.1039/j39670002628
Abstract
Electro-reduction of 1-acetylnaphthalene in alkaline solution gave the substituted tetrahydro-1,4-methano-3-benzoxepin (I) and not the expected pinacol. The structure of this compound is deduced from its spectral properties and its conversion into 1-(4-acetyl-1-naphthyl)-1-(1-naphthyl)ethane (II) on treatment with acid. The reduction of 1-acetylnaphthalene in neutral medium also gave (I). In acid medium 1-ethylnaphthalene and an organomercury compound were formed.Keywords
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