Chemistry of quinones. Part IV. Synthesis of anthraquinones via friedel–crafts reaction between 3,4-dimethoxyphthalic anhydride and o-cresol: a re-investigation
- 1 January 1974
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 2399-2402
- https://doi.org/10.1039/p19740002399
Abstract
Contrary to previous reports, the Friedel–Crafts reaction between 3,4-dimethoxyphthalic anhydride and o-cresol gives a mixture of four benzoylbenzoic acids. After cyclisation and methylation, the major and minor products were 1,2,6- and 1,2,8-trimethoxy-7-methylanthraquinone respectively. The latter quinone and its demethylation product differ from cladofulvin trimethyl ether and cladofulvin respectively, thus indicating that the fungal pigment cladofulvin is not 1,2,8-trihydroxy-7-methylanthraquinone as was previously suggested.Keywords
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