Triphenylsulfonium Bromide → Triphenylsulfonium 1,1,2,2-tetrafluoro-4-(methacryloyloxy)butane-1-sulfonate

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Reaction Steps

A 100 mL reactor was charged with the aqueous solution of triethylammonium 1,1,2,2-tetrafluoro-4-(2-methyl-acryloyloxy)-butane-1-sulfonate obtained by the 3rd step, and a solution of 20.2 g (0.056 mole) of triphenylsulfonium bromide and 100 g of chloroform, followed by 3 hours of stirring at room temperature. Subsequently, an organic layer was separated, and the thus obtained organic layer was rinsed with 100 g of water four times. Subsequently, it was rinsed with 100 g of diisopropyl ether three times thereby precipitating a solid. Upon performing filteration, the solid was dried, thereby obtaining 32.5 g of a target triphenylsulfonium 1,1,2,2-tetrafluoro-4-(2-methyl-acryloyloxy)-butane-1-sulfonate. It exhibited a purity of 93% at this time (most of a balance of 7% was the solvent, i.e., diisopropyl ether), and a yield of 97% taken over from the 3rd step.

Provenance & Evidence