反应详情

A mixture of 1.200 g (4.49 mmol) of 5-fluoro-2-nitro-4-trifluoromethyl-benzoic acid methyl ester and 0.861 g (4.94 mmol) of 4-(4-methoxy-phenyl)-1H-imidazole in 15 ml of tetrahydrofuran are refluxed for 5 hours. After cooling, the reaction mixture is distributed between ethyl acetate and water, the organic phase separated and washed with brine, dried over Na2SO4 and concentrated to dryness. The residue is purified by flash chromatography on silica (20 μm particle size) with ethyl acetate/hexane 2:3, yielding 1.511 g of 5-[4-(4-methoxy-phenyl)-imidazol-1-yl]-2-nitro-4-trifluoromethyl-benzoic acid methyl ester as a yellow powder. 1H-NMR (DMSO-d6, 400 MHz): 3.80 s, 3H; 3.95 s, 3H; 7.00 d, J=10.4 Hz, 2H; 7.78 d, J=10.4 Hz, 2H; 7.95 s, 1H; 8.00 s, 1H; 8.28 s, 1H; 8.72 s, 1H.

1. temperatureare refluxed for 5 hours
2. temperatureAfter cooling
3. customthe organic phase separated
4. washwashed with brine
5. dry with materialdried over Na2SO4
6. concentrationconcentrated to dryness
7. customThe residue is purified by flash chromatography on silica (20 μm particle size) with ethyl acetate/hexane 2:3