| Abstract
| - The acylation of anthralin(1,8-dihydroxy-9(10H)-anthracenone) with acetylsalicylicacid chloridein toluene and collidine was found to give the O-acylatedproduct, rather than 10-(acetylsalicyl)anthralin. A procedure is described for benzoylation of anthralinin the 10-position which involvesreaction of 1,8-diacetoxy-9(10H)-anthracenone with benzoylchloride and sodium hydride in THFfollowed by hydrolysis of an intermediate enol ester. Furthermore,when benzoyl chloride andDMF were used for the acylation of anthralin, a Vilsmeier-type reactionwas observed leading toa novel enamine derivative of anthralin which was hydrolyzed orbenzoylated to an enol or enolester, respectively.
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