Water → Triphenylsulfonium 4-hydroxy-1,1,2,2-tetrafluorobutanesulfonate

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Reaction Steps

Using a 2 litter reactor, 121 g of sodium 1,1,2,2-tetrafluoro-4-hydroxybutane-1-sulfonate (purity 78%, 0.38 mol) obtained in the second step was suspended in 560 g of dichloromethane. An aqueous solution of triphenylsulfonium chloride (115 g of triphenylsulfonium chloride (0.385 mol/1.01 equivalent)) and 450 g of water) was added dropwise to the suspension at room temperature. The resulting reaction solution separated in two layers was vigorously stirred at room temperature for 90 minutes to separate the organic layer. The organic layer was washed four times with 250 ml of water. Volatile components were removed from the organic layer by distillation and the residue was dried to solidify to obtain 167 g of the target triphenylsulfonium-1,1,2,2-tetrafluoro-4-hydroxybutane-1-sulfonate. The purity of the product was 97% and the yield was 93%.

Provenance & Evidence