Preparation and reactions of dianions from cresols

RB Bates, TJ Siahaan

Index: Bates, Robert B.; Siahaan, Teruna J. Journal of Organic Chemistry, 1986 , vol. 51, # 9 p. 1432 - 1434

Full Text: HTML

Citation Number: 35

Abstract

With n-BuLilKO-t-Bu, protons are removed from the hydroxyl and methyl groups of cresols 5 to give dianions 6 in yields of 85%(ortho), 95%(meta), and 42%(para). These dianions react with alkyl halides, Me3SiC1, Bu3SnC1, COz, and oxidizing agents at carbon only and with dialkyl sulfates at both carbon and oxygen. Thus phenol derivatives bearing primary alkyl groups can be prepared from the corresponding methylphenols via dianions