Methyl Salicylate → Methyl 2-(2-nitro-4-trifluoromethylphenoxy)benzoate

Participants

Reaction Conditions

Reaction Steps

A mixture of methyl salicylate (7.6 g, 0.05 mol), 4-chloro-3-nitrobenzotrifluoride (7.46 ml, 0.05 mol) and potassium carbonate (4.14 g, 0.03 mol) in dimethylformamide (50 ml) was stirred under argon, in an oil bath at 150° C., for three hours. The reaction mixture was diluted with ethyl acetate and filtered. The filtrate was evaporated and the residue flash chromatographed (silica gel, ethyl acetate/hexane) to give the title compound. 1H NMR (250 MHz, CDCl3) δ8.29 (d, 1H), 8.05 (dd, 1H), 7.61 (m, 2H), 7.4 (t, 1H), 7.25 (t, 1H), 6.85 (d, 1H), 3.7 (s, 3H).

Provenance & Evidence