Abstract
The useful electrophilic fluorinating agent, acetyl hypofluorite, was obtained by passing F 2 diluted in N 2 through columns containing complexes of alkali metal acetates with acetic acid. Acetyl hypofluorite obtained from KOAc(HOAc) 1.5 and 0.14% F 2 in N 2 was reacted with tri- O -acetyl-D-glucal in CCl 3F to obtain tetra- O -acetyl-2-deoxy-2-fluoro-D-glucose in 68% yield based on F2. These conditions are appropriate to the radiosynthesis of 18F-labeled 2-deoxy-2-fluoro-D-glucose for positron emission tomography. Important variables were the metal cation used, the ratio of HOAc to MOAc and the water content of the complex.
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