Potassium Phosphate, Tribasic → HCID 86758109, compound

Participants

Reaction Steps

To a solution of ethyl (Z)-4,4,4-trifluoro-3-{[(trifluoromethyl)sulfonyl]-oxy}-2-butenoate (250 mg, 0.79 mmol) in 5 ml anhydrous dioxane was added potassium phosphate (251 mg, 1.19 mmol), 3-cyanophenyl boronic acid (116 mg, 0.79 mmol), and tetrakis (triphenylphosphine)palladium(0) (23 mg, 0.02 mmol). Reaction mixture was heated to reflux and stirred overnight. Mixture was filtered through a pad of Celite, diluted with 50 ml ethyl acetate, washed with 2×50 ml water, 2×50 ml saturated brine solution, dried over magnesium sulfate, filtered and concentrated in vacuo. Residue was chromatographed on silica gel using 20% EtOAc in hexane as the eluent to give ethyl (2E)-3-(3-cyanophenyl)-4,4,4-trifluorobut-2-enoate (150 mg, 79%) as a yellow residue after drying. H1NMR (CDCl3) 1.107-1.142 (t, 3H); 4.04-4.107 (m, 2H); 6.684 (s, H); 7.38-7.72 (m, 4H).

Provenance & Evidence