1962 Volume 35 Issue 2 Pages 349-355
Reaction of tropolone and p-benzoquinone was carried out in methanol containing acetic acid and the structure of products so obtained was determined. Tropolone gave 5-(4′-hydroxyphenoxy)tropolone and 3-(p-benzoquinonyl)-tropolone, 3-bromotropolone gave 3-bromo-7-(p-benzoquinonyl) tropolone, and 3, 7-dibromotropolene gave 3,7-dibromo 5-4′-hydroxy-phenoxy)tropolone by this reaction. Benzofurotropones were derived from benzoquinonyltropolones.
In order to prove the structure of the product by admixture, benzocoumarin derivative was prepared by the reaction of the diazonium salt of anthranilate and p-benzoquinone.
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