Sodium Iodide → Triphenylsulfonium 1,1,3,3,3-pentafluoro-2-(2-methacryloyloxy-acetoxy)-propane-1-sulfonate

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

To 250 g of dimethylformamide were added 50.0 g (0.09 mole) of triphenylsulfonium 2-(2-chloroacetoxy)-1,1,3,3,3-pentafluoropropane-1-sulfonate synthesized in Synthesis Example 1-19, 11.4 g (0.11 mole) of sodium methacrylate, 2.6 g (0.02 mole) of sodium iodide, and 50 mg of 2,2′-methylenebis(6-t-butyl-p-cresol). The mixture was heated and stirred at 80° C. for 13 hours. The reaction solution was allowed to resume room temperature, after which 500 g of water and 1 kg of dichloromethane were added. The organic layer was separated and washed with water whereupon dichloromethane was distilled off under vacuum. The residue was combined with 300 g of methyl isobutyl ketone, washed with dilute aqueous ammonia and then with water, whereupon methyl isobutyl ketone was distilled off under vacuum. The residue was purified by silica gel chromatography. Diisopropyl ether was added to the residue, followed by decantation. The target compound, triphenylsulfonium 1,1,3,3,3-pentafluoro-2-(2-methacryloyloxy-acetoxy)-propane-1-sulfonate was obtained as brown oil (39.3 g, yield 66%). The compound has the following structure.

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