Potassium Carbonate → HCID 118452447, compound

Participants

Reaction Conditions

Reaction Steps

The mixture of ethyl 2-(5-methyl-2-(2,2,2-trifluoroacetyl)phenoxy)acetate (7.3 g, 25.2 mmol) and pre-oven dried K2CO3 (5.21 g, 37.7 mmol) in 25 mL of CH3CN in sealed tube was heated and stirred at 90° C. for two days. After cooling to room temperature, the reaction was filtered, and the solid was washed with anhydrous CH3CN. The combined filtrate was concentrated to dryness under reduced pressure. The resulting residue was purified by silica gel flash chromatography, 100% Heptane-2% Ethyl Acetate/98% Heptane, to give ethyl 6-methyl-3-(trifluoromethyl)benzofuran-2-carboxylate (2.35 g). LCMS retention time=1.52 minutes (LC method 1); MS (m+1)=273.3. 1H NMR (400 MHz, CHLOROFORM-d) δ 1.45 (t, J=7.1 Hz, 3H), 2.53 (s, 3H), 4.50 (q, J=7.2 Hz, 2H), 7.24 (dd, J=8.3, 0.9 Hz, 1H), 7.43 (d, J=0.6 Hz, 1H), 7.69-7.77 (m, 1H).

Provenance & Evidence