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Synthesis 2008(21): 3487-3491  
DOI: 10.1055/s-0028-1083184
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Chemoselective Etherification of Benzyl Alcohols Using 2,4,6-Trichloro-1,3,5-triazine and Methanol or Ethanol Catalyzed by Dimethyl Sulfoxide

Lili Sun, Yuping Guo, Guisheng Peng, Chunbao Li*
Department of Chemistry, College of Science, Tianjin University, 300072 Tianjin, P. R. of China
Fax: +86(22)27403475; e-Mail: lichunbao@tju.edu.cn;
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Publikationsverlauf

Received 4 June 2008
Publikationsdatum:
16. Oktober 2008 (online)

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Abstract

An efficient method for the transformation of benzyl alcohols into their methyl or ethyl ethers has been established using 2,4,6-trichloro-1,3,5-triazine (TCT) and dimethyl sulfoxide in methanol or ethanol. This procedure chemoselectively converts benzylic hydroxys into their methyl or ethyl ethers in the presence of aliphatic or phenolic hydroxys.

Key words

benzyl alcohols - chemoselectivity - ethers - sulfoxide - 2,4,6-trichloro-1,3,5-triazine

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