反应详情

温度

95 °C

A solution of ethyl 2-(tert-butoxy)-2-(3,5-dibromothiophen-2-yl)acetate (100 mg, 0.25 mmol), phenylboronic acid (36 mg, 0.30 mmol) and sodium carbonate (106 mg, 1.00 mmol) in a mixture of toluene (1.26 mL), ethanol (0.6 mL) and water (0.5 mL) was bubbled with nitrogen for 5 minutes. Palladium tetrakis(triphenylphosphine) (14 mg, 0.01 mmol) was added and the reaction mixture was heated a 95° C. overnight. After cooling to room temperature, water (2 mL) was added. The aqueous layer was extracted with toluene (2×8 mL). The organic layers were washed with brine (5 mL), dried over sodium sulfate and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (cyclohexane/ethyl acetate 80/20) to provide ethyl 2-(tert-butoxy)-2-(3,5-diphenylthiophen-2-yl)acetate (50 mg, 0.13 mmol, 51%).

1. customwas bubbled with nitrogen for 5 minutes
2. temperatureAfter cooling to room temperature
3. extractionThe aqueous layer was extracted with toluene (2×8 mL)
4. washThe organic layers were washed with brine (5 mL)
5. dry with materialdried over sodium sulfate
6. concentrationconcentrated in vacuo
7. customThe residue was purified by flash chromatography on silica gel (cyclohexane/ethyl acetate 80/20)