反应详情

温度

85 °C

A stirring solution of 5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3H-isobenzofuran-1-one (2.23 g, 8.58 mmol) in dimethylformamide (30 mL) was purged with argon for 1 h, to this cesium carbonate (8.37 g, 25.74 mmol), Pd(PPh3)4 (495 mg, 0.429 mmol) and 3-bromo-2,6-dimethoxy-phenol (2.0 g, 8.58 mmol) were added and the resultant reaction mixture was heated to 80-90° C. for 16 h. The reaction mixture was cooled to RT, filtered through celite and the filtrate was diluted with water and extracted with ethyl acetate (3×). The combined ethyl acetate layers were washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure. Purification of the residue by column chromatography (silica gel, 0-10% ethyl acetate in pet ether) afforded the title compound as a solid (1 g, 40.7%).

1. additionwere added
2. customthe resultant reaction mixture
3. temperatureThe reaction mixture was cooled to RT
4. filtrationfiltered through celite
5. additionthe filtrate was diluted with water
6. extractionextracted with ethyl acetate (3×)
7. washThe combined ethyl acetate layers were washed with brine
8. dry with materialdried over anhydrous sodium sulphate
9. concentrationconcentrated under reduced pressure
10. customPurification of the residue by column chromatography (silica gel, 0-10% ethyl acetate in pet ether)