反应详情

温度

125 °C

4-(3′-Ethoxy-biphenyl-4-yl)-2-oxo-3-butenoic acid methyl ester (190.0 mg, 0.61 mmol) prepared in Step 3 of Preparation 18 and 2-fluorophenylhydrazine hydrochloride (110.0 mg, 0.67 mmol) were added to acetic acid (3.0 mL). The reaction mixture was stirred at 125° C. for 1 hour and then concentrated under reduced pressure. Ethyl acetate was added to the reaction mixture, which was washed with a saturated solution of sodium hydrogen carbonate, dried on anhydrous magnesium sulfate, and then concentrated under reduced pressure to give a yellow liquid residue. The resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/5) to give 250.0 mg of the titled compound as a yellow liquid.

1. concentrationconcentrated under reduced pressure
2. additionEthyl acetate was added to the reaction mixture, which
3. washwas washed with a saturated solution of sodium hydrogen carbonate
4. dry with materialdried on anhydrous magnesium sulfate
5. concentrationconcentrated under reduced pressure
6. customto give a yellow liquid residue
7. customThe resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/5)