反应详情

A round-bottom flask was charged with 3-bromo-4-chloroanisole (1.625 ml, 7.34 mmol), (3-fluorophenyl)boronic acid (1.129 g, 8.07 mmol), potassium carbonate (3.04 g, 22.01 mmol), and tetrakistriphenylphosphine palladium (0) (0.424 g, 0.367 mmol). The flask was flushed with Ar (g), then 1,4-dioxane (19.57 ml) and water (4.89 ml) were added. A reflux condenser was attached, and the flask was lowered into a 90° C. heating bath. After 2 h, the mixture was cooled, diluted with ethyl acetate, and washed with brine. The organic layer was dried over sodium sulfate, filtered, and concentrated. The residue was purified by chromatography on silica gel (80-g Redi-Sep Gold column, 0-10% EtOAc/Heptane) to give an oily solid as product that was used directly in the next step. m/z (ESI) 281.1 (M+H)+.

1. customThe flask was flushed with Ar (g)
2. addition1,4-dioxane (19.57 ml) and water (4.89 ml) were added
3. customA reflux condenser was attached
4. customwas lowered into a 90° C.
5. temperatureheating bath
6. temperaturethe mixture was cooled
7. additiondiluted with ethyl acetate
8. washwashed with brine
9. dry with materialThe organic layer was dried over sodium sulfate
10. filtrationfiltered
11. concentrationconcentrated
12. customThe residue was purified by chromatography on silica gel (80-g Redi-Sep Gold column, 0-10% EtOAc/Heptane)
13. customto give an oily solid as product that