A Synthesis of 3,5-Disubstituted Phenols

作者:Davidson James P*; Sarma Keshab; Fishlock Dan; Welch Michael H; Sukhtankar Sunil; Lee Gary M; Martin Michael; Cooper Gary F
来源:Organic Process Research & Development, 2010, 14(2): 477-480.
DOI:10.1021/op900322u

摘要

Robust and scalable syntheses of some synthetically useful 3,5-disubstituted phenols are presented. The process involves the selective displacement of a halogen by nucleophilic aromatic substitution using a preformed mixture of potassium tert-butoxide and p-methoxyllenzyl alcohol (PMB-OH), followed by deprotection of the PMB ether with acid in the presence of 1,3-dimethoxybenzene. These processes have been demonstrated on kilogram scale, providing crystalline phenols in good yield and high purity.

  • 出版日期2010-4