Methanol → Methyl 3-nitro-5-(trifluoromethyl)benzoate

Participants

Reaction Conditions

Reaction Steps

To a mixture of 3-nitro-5-(trifluoromethyl)benzoic acid (20 g, 85 mmol) in MeOH (200 mL) was added H2SO4 (12 mL, 225 mmol) at 0° C. dropwise, then the mixture was stirred for 16 h at 25° C. Then the solvent was concentrated and was adjusted pH=9 with NaHCO3 solution. The solvent was concentrated to give the residue which was extracted with DCM (200 mL×2), dried over Na2SO4, filtered, and concentrated to yield an oil of methyl 3-nitro-5-(trifluoromethyl)benzoate (20 g, 76 mmol, 90% yield): 1H NMR (400 MHz, CD3OD) δ 8.99 (s, 1H), 8.74 (s, 1H), 8.62 (s, 1H), 4.01 (s, 3H); ES-LCMS m/z 250 (M+1).

Provenance & Evidence