反应详情

A mixture of 2-[2-(4-fluoro-phenyl)-2-oxo-ethyl]-3-oxo-butyric acid ethyl ester (6.979 g, 26.21 mmol)), aniline (2.9 mL, 31.45 mmol) and p-toluenesulfonic acid (TsOH) monohydrate (249 mg, 1.31 mmol) in toluene (60 mL) was refluxed overnight while the generated water was separated with Dean-Stark distillation head. Then the reaction mixture was diluted with EtOAc, washed with saturated sodium hydrogen carbonate aqueous solution, and saturated sodium chloride aqueous solution, respectively, the organic phase was dried over anhydrous sodium sulfate, filtered, concentrated, the residue was purified with column chromatography to give the title compound (6.768 g); The title compound, ESI MS (m/z): 324 (M+H+).

1. customwas separated with Dean-Stark distillation head
2. additionThen the reaction mixture was diluted with EtOAc
3. washwashed with saturated sodium hydrogen carbonate aqueous solution, and saturated sodium chloride aqueous solution
4. dry with materialrespectively, the organic phase was dried over anhydrous sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated
7. customthe residue was purified with column chromatography