Potassium Phosphate, Tribasic → HCID 86758114, compound

Participants

Reaction Steps

To a solution of ethyl (Z)-3-(2-furyl)-3-{[(trifluoromethyl)sulfonyl]-oxy}-2-propenoate (500 mg, 1.59 mmol) in 7 ml anhydrous dioxane was added potassium phosphate (506 mg, 2.4 mmol), 3-cyanophenyl boronic acid (234 mg, 1.59 mmol), and tetrakis (triphenylphosphine)palladium(0) (46 mg, 0.04 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. The crude residue was chromatographed on silica gel using a gradient from 5% EtOAc in hexane to 10% EtOAc in hexane as the eluent to give ethyl (E) 3-(3-cyanophenyl)-3-(2-furyl)-2-propenoate (100 mg, 24%) as a clear yellow oil after drying. H1NMR (CDCl3) 1.1-1.14 (t, 3H); 4.016-4.035 (m, 2H); 5.293 (s, H); 7.45-7.549 (m, 3H); 7.669 (m, H). ES-MS (M+H+): 268.05

Provenance & Evidence