General procedure for the synthesis of 1-bromo-4-(2,2,2-trifluoroethoxy)benzene from 4-bromophenol and 2,2,2-trifluoroethyl trifluoromethanesulfonate: first, 4-bromophenol (9.57 g, 55 mmol) was dissolved in acetone (200 mL), followed by the addition of potassium carbonate (22.89 g, 166 mmol) and 2,2,2-trifluoroethyl trifluoromethanesulfonate ester (16.0 g, 69 mmol). The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the mixture was filtered to remove the insoluble salt and then concentrated under reduced pressure at 300 mbar at 30 °C to remove the acetone. The final product was 1-bromo-4-(2,2,2-trifluoroethoxy)benzene as a waxy solid (more than 100% yield, as a small amount of acetone remained in the product).
