反应详情

温度

70 °C

3-Hydroxyphenylacetic acid (3 g, 19.7 mmol) and 5-bromo-2-fluorobenzaldehyde (2.34 mL, 19.7 mmol) were combined in DMF (60 mL). Sodium hydride (60% in mineral oil; 1.58 g, 39.4 mmol) was added portionwise, and the reaction was stirred at 70° C. for 3 hours. Additional 5-bromo-2-fluorobenzaldehyde (2.34 mL, 19.7 mmol) and sodium hydride (60% in mineral oil; 0.79 g, 19.7 mmol) were added, and the reaction was stirred at 70° C. for 3 hours. The mixture was acidified with 1N aqueous HCl to pH 3-4 and extracted with EtOAc, and the combined organic layers were washed three times with H2O, dried and concentrated. The residue was purified by silica gel chromatography (20-40% EtOAc in hexanes) to give the desired product (2.7 g).

1. stirringthe reaction was stirred at 70° C. for 3 hours
2. extractionextracted with EtOAc
3. washthe combined organic layers were washed three times with H2O
4. customdried
5. concentrationconcentrated
6. customThe residue was purified by silica gel chromatography (20-40% EtOAc in hexanes)