Oxidation and reduction of some methoxy-anthracenes and their derivatives
- 1 January 1967
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- p. 2121-2125
- https://doi.org/10.1039/j39670002121
Abstract
Solutions of 2,6,9-trimethoxyanthracene undergo rapid and quantitative photo-oxidation to 2,6-dimethoxy-9,10-anthraquinone in normal laboratory daylight. Reduction of this quinone with cyclohexyl toluene-p-sulphonate in the presence of zinc gives a mixture of the corresponding anthracene and 2,2′,6,6′-tetramethoxy-9,9′-bianthryl. Aerial oxidation of 2,6-dimethoxyanthrone in basic media results in formation of the anthraquinone together with the 9,9′-dianthraquinone (V) and other further cyclised quinones (VI) and (VII). These reactions are accompanied by novel oxidative demethylation giving 2-hydroxy-6-methoxyanthraquinone.Keywords
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