反应详情

温度

100 °C

To a solution of methyl 2-(2-bromo-1-benzothiophen-3-yl)-2-(tert-butoxy)acetate (4c) (40 mg, 0.11 mmol) in N,N-dimethylformamide (2 mL) were successively added sodium carbonate (13 mg, 0.12 mmol), water (500 μL), palladium tetrakis(triphenylphosphine) (18.3 mg, 0.016 mmol) and 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)chroman (29 mg, 0.11 mmol). The mixture was heated at 100° C. for 2 hours. After cooling to room temperature, water (10 mL) was added. The aqueous layer was extracted with ethyl acetate (2×10 mL). The organic layer was washed with brine (10 mL), dried over sodium sulfate, filtered and evaporated to dryness. The residue was purified by flash chromatography on silica gel (cyclohexane/ethyl acetate 90/10) to afford the desired product (4d) as a white solid (25 mg, 0.061 mmol, 55%).

1. temperatureAfter cooling to room temperature
2. extractionThe aqueous layer was extracted with ethyl acetate (2×10 mL)
3. washThe organic layer was washed with brine (10 mL)
4. dry with materialdried over sodium sulfate
5. filtrationfiltered
6. customevaporated to dryness
7. customThe residue was purified by flash chromatography on silica gel (cyclohexane/ethyl acetate 90/10)