A continuous-flow
approach to the synthesis of 3,3,3-trifluoromethylpropenes
involving Grignard addition of (trimethylsilyl)methylmagnesium chloride
to a trifluoromethyl ketone followed by dehydrative desilylation of
the α-trifluoromethyl-β-hydroxysilyl alcohol using trimethylsilyl
trifluoromethanesulfonate is reported. An inline aqueous/organic extraction
and a concomitant solvent switch were key to the success of the methodology.
Transition from batch to continuous flow conditions allows for higher
yields, shorter reaction times, and facile scale out.
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