反应详情

[4-(2-Amino-4-trifluoromethyl-phenoxy)-phenyl]-acetic acid methyl ester (84 mg, 0.542 mmol) was added to a mixture of 150 mg (1.08 mmol) of potassium carbonate in 3 mL of ethyl acetate in presence of 0.5 mL of water. To the resulting mixture was added 155 mg (0.813 mmol) toluenesulfonyl chloride. The resulting mixture was allowed to stir at room temperature overnight. Upon completion, 20 mL of 2N HCl aqueous solution was added and the resulting mixture was extracted with ethyl acetate (3×30 mL). The combined extracts were washed with water and brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was chromatographed to give 97 mg of {4-[2-(toluene-4-sulfonylamino)-4-trifluoromethyl-phenoxy]-phenyl}-acetic acid methyl ester. 1H NMR (CDCl3): δ 7.93 (s, 1H), 7.65 (d, J=8.36 Hz, 2H), 7.15-7.28 (m, 5H), 6.68 (d, J=8.68 Hz, 1H), 6.63 9d, J=8.48 Hz, 2H), 3.72 (s, 3H), 3.61 9s, 2H), 2.39 9s, 3H).

1. extractionthe resulting mixture was extracted with ethyl acetate (3×30 mL)
2. washThe combined extracts were washed with water and brine
3. dry with materialdried over anhydrous sodium sulfate
4. concentrationconcentrated in vacuo
5. customThe residue was chromatographed