2,2,2-Trifluoroacetophenone → HCID 14915542, compound

Participants

Reaction Steps

To a solution of diethyl cyanomethylphosphonate (6.1 g, 34.5 mmol) in 15 mL of THF was added sodium hydride (60% content, 1.4 g, 34.5 mmol). The mixture was stirred at room temperature. for 2 hours. 2,2,2-Trifluoro-1-phenylethanone (3 g, 17.2 mmol) was added and the mixture was stirred for 4 hours. After evaporation of THF, the residue was taken up in ethyl acetate (100 mL) and quenched with water (50 mL). The organic phase was washed with water (100 mL), dried over Na2SO4 and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography (petrol ether: ethyl acetate=10:1) to afford the title compound (1.5 g, yield 29%) as an oil. LC-MS: m/z 198 (M+H).

Provenance & Evidence