A convenient synthesis of 2-phenylglycerol

Article abstract of DOI:10.1080/00397910008087018

1,3-Dihydroxyacetone dimer is treated with trimethylsilyl chloride and triethylamine in dichloromethane to provide monomeric ketone having both of its alcohols protected as their di-TMS ethers. The latter is added to phenylmagnesium bromide in ether at -78°C. Work-up by treatment with aqueous ammonium chloride followed by 2 N HCl provides 2-phenylglycerol in 70% yield.

Full text of DOI:10.1080/00397910008087018

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Synthetic Communications: An
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A Convenient Synthesis of 2-
Phenylglycerol
Wieslaw A. Klis a & Paul W. Erhardt a
a Center for Drug Design and Development, The
University of Toledo College of Pharmacy, Toledo,
Ohio, 43606--3390
Version of record first published: 04 Dec 2007.
To cite this article: Wieslaw A. Klis & Paul W. Erhardt (2000): A Convenient Synthesis
of 2-Phenylglycerol, Synthetic Communications: An International Journal for Rapid
Communication of Synthetic Organic Chemistry, 30:22, 4027-4038
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