Hydrochloric Acid → Triphenylsulfonium 1,1-difluoro-2-hydroxyethanesulfonate

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Reaction Steps

Triphenylsulfonium 2-(pivaloyloxy)-1,1-difluoroethane-sulfonate, 50.9 g (0.1 mole), was dissolved in 200 g of methanol and ice cooled. 2.0 g of a 28 wt % methanol solution of sodium methoxide was added. The solution was allowed to mature for 24 hours at room temperature. At a temperature below 10° C., 1.0 g of 12N hydrochloric acid was added to quench the reaction. The methanol was distilled off in vacuum. To the residue was added 250 g of dichloromethane. The inorganic salt was filtered off, after which the filtrate was concentrated. Diisopropyl ether, 150 g, was added to the concentrate for crystallization. The crystals were filtered and dried, obtaining the target compound. Amount 42 g (purity 99%, reduced yield 99%).

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