1,2,3,4-Tetramethylbenzene → (Chloromethyl)(phenyl)(2,3,4,5-tetramethylphenyl)sulfonium triflate

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Reaction Steps

Chloromethyl phenyl sulfoxide (12 g, 68.71 mmol) of example 21 was dissolved in dry diethyl ether (100 mL) under an argon atmosphere. 1,2,3,4-Tetramethylbenzene (10.3 mL, 1 eq) was added to the previous solution and then the mixture was cooled to a temperature between 5° C. and 0° C. After stabilizing the temperature, trifluoromethanesulfonic anhydride (11.5 mL, 1 eq) was added slowly maintaining the same temperature. The mixture was stirred until the reaction was complete. The precipitate triflate salt formed was isolated by filtration and washed with diethyl ether at 0° C. (50 mL). 16.18 g (57.4%) of the desired product was obtained as a white solid. mp: 125-127° C.

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