反应详情

温度

60 °C

To a solution of 2-methyl-3-nitro-5-(trifluoromethyl)benzoic acid (21.0 g, 84.3 mmol) in DMF (200 mL) was added potassium carbonate (35.0 g, 253 mmol) and methyl iodide (24.0 g, 169 mmol). The mixture was stirred at 60° C. and after stirring for 6 h the reaction mixture was cooled to 23° C. and was filtered. The filtrate was concentrated in vacuo and the residue was dissolved in EtOAc and water. The aqueous phase was extracted with EtOAc (2×250 mL and the combined organic layers were concentrated in vacuo. The residue was purified by column chromatography (SiO2 heptane-EtOac=4/1) to give the titled compound (20.0 g, 90% yield). 1H-NMR (400 MHz, CDCl3) δ (ppm); 8.27 (s, 1H), 8.11 (s, 1H), 3.99 (s, 3H), 2.71 (s, 3H); MS (ES) [M−H] 261.9.

1. stirringafter stirring for 6 h the reaction mixture
2. temperaturewas cooled to 23° C.
3. filtrationwas filtered
4. concentrationThe filtrate was concentrated in vacuo
5. dissolutionthe residue was dissolved in EtOAc
6. extractionThe aqueous phase was extracted with EtOAc (2×250 mL
7. concentrationthe combined organic layers were concentrated in vacuo
8. customThe residue was purified by column chromatography (SiO2 heptane-EtOac=4/1)