Dimethylformamide → HCID 10863050, compound

Participants

Reaction Steps

2-[5-(2-Ethoxycarbonyl)butyl-2-methoxyphenyl]acetic acid (500 mg, 1.70 mmol), 4-trifluoromethylaniline (300 mg, 1.86 mmol), triethylamine (260 μL, 1.87 mmol) and dehydrated N,N-dimethylformamide (6 mL) were mixed and, under an argon atmosphere, stirring and cooling with ice, diethyl cyanophosphate (283 μL, 1.87 mmol) was added. After stirring for 6 hours at room temperature, the mixture was allowed to stand overnight. Ice water was added to the reaction mixture, which was then extracted with ethyl acetate. The extracte was washed with water and brine, dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (eluent n-hexane:ethyl acetate=6:1 v/v) to afford 210 mg (28%) of the title compound as a yellow oil.

Provenance & Evidence