Selective Catalytic Methylation of Phloroglucinol with Dimethyl Carbonate in the Presence of Heterogeneous Acids

Matthew Y. Lui, Marco Noè, Anthony F. Masters, Thomas Maschmeyer*

*Corresponding author for this work

Research output: Contribution to journalJournal articlepeer-review

Abstract

A facile process for the methylation of phloroglucinol using environmentally friendly dimethyl carbonate as methylating agent and solvent is described. Widely available and inexpensive solid acids have been used as catalysts to promote this transformation. H-Y zeolite proved particularly selective for monomethylation, hence it has been used for the convenient preparation of methoxyresorcinol (MR), with only limited co-production of dimethoxyphenol (DMP). Conversely, the use of tungstosilicic acid on silica easily afforded DMP in excellent isolated yield.

Original languageEnglish
Pages (from-to)6249-6255
Number of pages7
JournalEuropean Journal of Organic Chemistry
Volume2018
Issue number45
DOIs
Publication statusPublished - 6 Dec 2018
Externally publishedYes

Scopus Subject Areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

User-Defined Keywords

  • Alkylation
  • Biomass
  • Dimethyl carbonate
  • Green chemistry
  • Heterogeneous catalysis
  • Solid acids

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