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Synfacts 2007(4): 0448-0448  
DOI: 10.1055/s-2007-968298
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Silylation of Alcohols by Using a Sulfonic Acid Functionalized Silica Catalyst

Contributor(s): Yasuhiro Uozumi, Takayasu Arakawa
D. Zareyee, B. Karimi*
Institute for Advanced Studies in Basic Sciences, Zanjan and Institute for Fundamental Research, Tehran, Iran
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Publication History

Publication Date:
23 March 2007 (online)

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Significance

A facile and versatile method for the trimethylsilylation of alcohols by using sulfonic acid functionalized silica catalyst 1 was developed. Thus, the trimethylsilylation of benzyl alcohol was carried out with 1 and hexamethyldisilazane to give benzyl trimethylsilyl ether in 99% yield. Catalyst 1 was reused without loss of catalytic activity (>90%, 1st-21st cycle). The trimethyl­silylation of various alcohols by using 1 was also demonstrated (26 examples, 81-100% yields). Representative products are shown in the scheme.