Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthetic Studies on Anthracyclinones. VI. The Friedel-Crafts Condensation between 3-Methoxyphthalic Anhydride and α-Naphthol Derivatives
堀井 善一伯水 英夫百瀬 雄章吉野 悦子
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1968 年 16 巻 7 号 p. 1251-1261

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The Friedel-Crafts condensation of 3-methoxyphthalic anhydride (IV) gave predominantly 3-methoxy-2-aroylbenzoic acid types. On employment of anhydrous aluminum chloride as a condensing agent, this tendency was exclusive. The Grignard reaction of IV also gave a similar result. The boron trioxide catalyzed condensation of 3-hydroxyphthalic anhydride (IVa), on the contrary, gave exclusively 2-hydroxy-6-aroylbenzoic acid types. The structures of the isomeric aroylbenzoic acid derivatives were established by conversion of them into hydroxynaphthacenequinones.
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© The Pharmaceutical Society of Japan
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