Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
The Reaction of Tropoids and Quinone Derivatives. II. Reaction of Several Tropolones and p-Benzoquinone
Shuichi SetoHumio Sato
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1962 Volume 35 Issue 2 Pages 349-355

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Abstract

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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