反应详情

温度

50 °C

CDI (972 mg, 5.99 mmol) was added to a solution of diflunisal (1.50 g, 5.99 mmol) in DMF (30 mL). The reaction mixture was stirred at 50° C. for 2 h and isopropyl alcohol (1.15 mL, 14.97 mmol) was dropwise added. The reaction mixture was stirred at 50° C. for 3 h and allowed to reach r.t. It was poured into H2O (50 mL) and extracted with Et2O (2×60 mL). The organic layer was washed with NaHCO3 (20 mL, saturated aqueous solution), dried over Na2SO4 (anhydrous), filtered and concentrated. The crude residue was flash chromatographed on SiO2 (15% EtOAc/hexanes) to furnish 720 mg of isopropyl 2′,4′-difluoro-4-hydroxybiphenyl-3-carboxylate (white solid, yield: 41%).

1. stirringThe reaction mixture was stirred at 50° C. for 3 h
2. customto reach r.t
3. extractionextracted with Et2O (2×60 mL)
4. washThe organic layer was washed with NaHCO3 (20 mL, saturated aqueous solution)
5. dry with materialdried over Na2SO4 (anhydrous)
6. filtrationfiltered
7. concentrationconcentrated
8. customchromatographed on SiO2 (15% EtOAc/hexanes)