Alumina-catalyzed reactions of hydroxyarenes and hydroaromatic ketones. II. Reactions of 1-oxo-2, 2-dimethyl-1, 2-dihydronaphthalene, 1-oxo-4, 4-dimethyl-1, 4- …

J Shabtai, LRH Klemm, DR Taylor

Index: Shabtai,J. et al. Journal of Organic Chemistry, 1968 , vol. 33, # 4 p. 1489 - 1493

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Citation Number: 6

Abstract

The alumina-catalyzed reactions of l-oxo-2, 2-dimethyl-l, 2-dihydronaphthalene(IX), l-oxo-4, 4-dimethyl-l, 4-dihydronaphthalene (X), and 1-methoxynaphthalene (111) were studied at 320420'in the presence of excess methanol. At 350'IX undergoes smooth reduction- rearrangement to form 1, 2-dimethylnaphthalene in 84-98% yield (based on IX converted) in a reaction which has a low requirement for catalyst acidity. The reactions of X are distinctly ...

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