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Microwave-assisted One-pot Synthesis of N-succinimidyl-4-[18F]fluorobenzoate [18F]SFB
Published on: June 28, 2011
Ethenesulfonyl Fluoride (ESF): An On-Water Procedure for the Kilogram-Scale Preparation
Qinheng Zheng1, Jiajia Dong1, K Barry Sharpless1
1Department of Chemistry, The Scripps Research Institute , La Jolla, California 92037, United States.
Abstract:
A two-step, on-water procedure for the synthesis of ethenesulfonyl fluoride (ESF) is described. 2-Chloroethanesulfonyl fluoride is made via a neat reaction with an aqueous, nearly saturated potassium bifluoride solution from readily available 2-chloroethanesulfonyl chloride. The subsequent dehydrochlorination of 2-chloroethanesulfonyl fluoride proceeds neatly with magnesium oxide as the base in an aqueous suspension to give ESF. This recipe allows the preparation of ESF in 98% yield on a kilogram scale.
