Alumina-catalyzed rreactions of hydroxyarenes and hydroaromatic ketones. I. Reactions of 1-naphthol with methanol

LRH Klemm, J Shabtai, DR Taylor

Index: Klemm,L.H. et al. Journal of Organic Chemistry, 1968 , vol. 33, p. 1480 - 1488

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Citation Number: 26

Abstract

The alumina-catalyzed reactions of 1-naphthol (I) with excess methanol were studied as a function of temperature (275-550') and catalyst acidity. Three types of reactions were observed:(a) ether formation,(b) ring methylation, and (c) self-condensation of I. Formation of 1-methoxynaphthlene (type a) is significant only at 275-300" over catalysts of low acidity. At 350-550'the predominant reaction (60-9.5%) is ring methylation with concurrent ...