2-(Trifluoromethyl)aniline → HCID 117853269, compound

Participants

Reaction Conditions

Reaction Steps

26.8 g (166.3 mmol) of 2-(trifluoromethyl)aniline, 37.0 g (365.9 mmol) of triethylamine, and 100.9 g (365.9 mmol) of 2-fluoro-3-(N-methylbenzamido)benzoyl chloride were added to tetrahydrofuran (400 mL), and the mixture was stirred at 50° C. for 3 hours. The reaction liquid was filtered through a filter, and an aqueous solution (125 mL) containing 14.6 g (365.9 mmol) of sodium hydroxide was added to the filtrate, followed by stirring at 50° C. for 30 minutes. After the solvent was distilled off under reduced pressure, the obtained residue was extracted with ethyl acetate, and washed with aqueous potassium carbonate solution and saturated saline solution, sequentially. The organic layer was dried over magnesium sulfate. Then, magnesium sulfate was filtered off, and the solvent was distilled off under reduced pressure. The obtained solid was washed with n-hexane and isopropyl ether, followed by drying, to obtain 63.2 g (yield 91%) of the title compound as a white solid.

Provenance & Evidence