Triethylamine → ethyl (E)-3-(3-ethoxy-4-trifluoromethanesulfonyloxyphenyl)-2-methylacrylate

Participants

Reaction Steps

0.8 mL (4.8 mmol) of triflic anhydride is added to a solution of 1.5 g (4 mmol) of ethyl (E)-3-(3-ethoxy-4-hydroxyphenyl)-2-methylacrylate and 1.6 mL (12 mmol) of triethylamine in 20 mL of dichloromethane at 0° C. The reaction mixture is stirred at room temperature for 1 hour. The medium is hydrolyzed in sodium hydrogen carbonate solution and extracted with ethyl acetate. The organic phases are combined, washed with water and dried over magnesium sulfate. The solvent is evaporated off and 1.65 g (100%) of ethyl (E)-3-(3-ethoxy-4-trifluoromethanesulfonyloxyphenyl)-2-methylacrylate are obtained in the form of a brown oil.

Provenance & Evidence