The Journal of Organic Chemistry

Alumina-catalyzed reactions of hydroxyarenes and hydroaromatic ketones. 9. Reaction of phenol with 1-propanol

LRH Klemm, DR Taylor

Index: Klemm, LeRoy H.; Taylor, Dennis R. Journal of Organic Chemistry, 1980 , vol. 45, # 22 p. 4320 - 4326

Full Text: HTML

Citation Number: 12

Abstract

At 250-350" C in the presence of alumina, phenol (1) reacts with excess 1-propanol to give mainly (> go%) C-alkylation to form mono-to penta-n-propylphenols plus some 0-alkylation to form n-propyl aryl ethers. The principal component of the product mixture from 1 is 2, 6-di- n-propylphenol (26-50 mol% yield). With 4-npropylphenol as substrate (instead of l), tri-, tetra-, and penta-n-propylphenols are formed in 48-79% combined yield. On the average, ...