Trifluoromethanesulfonic anhydride → 3-Trifluoromethanesulfonyloxy-5-phenyltoluene

Participants

Reaction Steps

Triflic anhydride (26 ml; 0.15 mol) was added to a solution of 3-methyl-5-phenylphenol (22.4 g; 0.15 mol) in pyridine (140 ml), at 0° C. The mixture was stirred at ambient temperature for 4 hours. After evaporation of the pyridine, the residue was acidified to pH 3 with 6N HCl and extracted with ether. The organic phase was evaporated and the residue purified by flash chromatography eluting with petroleum ether/ethyl acetate (94/6) to give 3-trifluoromethanesulfonyloxy-5-phenyltoluene as an oil. Yield=83%.

Provenance & Evidence