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Selective Catalytic Methylation of Phloroglucinol with Dimethyl Carbonate in the Presence of Heterogeneous Acids
Author(s) -
Lui Matthew Y.,
Noè Marco,
Masters Anthony F.,
Maschmeyer Thomas
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201801112
Subject(s) - dimethyl carbonate , chemistry , phloroglucinol , catalysis , yield (engineering) , methylation , zeolite , environmentally friendly , organic chemistry , solvent , propylene carbonate , carbonate , biochemistry , ecology , materials science , electrode , biology , metallurgy , electrochemistry , gene
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.