反应详情

温度

80 °C

A solution of 1-bromo-3-(difluoromethoxy)-4-methoxy-2-(methoxymethoxy)benzene (3 g, 9.58 mmol) in dimethylformamide (50 mL) was purged with argon for 1 h, to this cesium carbonate (9.34 g, 28.74 mmol), tetrakis(triphenylphosphine) palladium (0) (1.1 g, 0.958 mmol) and 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-inden-1-one (2.96 g, 11.49 mmol) were added and the resultant reaction mixture was heated to 80° C. for 4 h. The reaction mixture was cooled to RT and filtered and the filtrate was diluted with water and extracted with ethyl acetate (3×). The combined ethyl acetate layers were washed with brine and dried over anhydrous sodium sulphate and concentrated under reduced pressure. Purification by column chromatography (silica gel, 0-20% ethyl acetate in pet ether) afforded 4-(3-(Difluoromethoxy)-4-methoxy-2-(methoxymethoxy)phenyl)-2,3-dihydro-1H-inden-1-one as a solid (1.8 g, 51.6%).

1. additionwere added
2. customthe resultant reaction mixture
3. temperatureThe reaction mixture was cooled to RT
4. filtrationfiltered
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 by column chromatography (silica gel, 0-20% ethyl acetate in pet ether)