3-(Trifluoromethyl)benzoic acid → HCID 86614495, compound

Participants

Reaction Steps

N,N′-Dicyclohexylcarbodiimide (1.1 g, 5.3 mol) was added to a solution of α,α,α-trifluoro-m-toluic acid (1.0 g, 5.3 mmol) and pentafluorophenol (1.1 g, 5.8 mmol) in THF (10.0 mL). After stirring for 3.5 h, the solvent was removed under vacuum. The residue was dissolved in Et2O (20 mL), filtered, and washed with brine (2×10 mL), dried over Na2SO4, filtered, and evaporated to dryness to provide compound perfluorophenyl 3-(trifluoromethyl)benzoate as a yellow oil (1.7 g, 90%): 1H NMR (300 MHz, CD3OD) δ 8.51-8.39 (m, 2H), 8.09 (d, J=6.0 Hz, 1H), 7.88-7.79 (m, 1H); 19F NMR (282 MHz, CD3OD) δ −64.9 (3F), −155.6 (2F), −165.7 (1F), −168.9 (2F).

Provenance & Evidence