反应详情

温度

100 °C

To a flask charged with 3-bromo-6-methoxy-2-methylbenzonitrile (0.98 g, 4.33 mmol) and a stir bar was added BIS(TRIPHENYLPHOSPHINE)PALLADIUM(II) CHLORIDE (0.152 g, 0.217 mmol), tributyl(1-ethoxyethenyl)stannane (2.35 g, 6.50 mmol), and dioxane (20 mL). The mixture was fitted with a condenser and purged three times with nitrogen, and heated to 100° C. for 3 hours. The reaction was cooled, and to the solution was added THF (16 mL) and water (8 mL). After cooling the solution to 0° C. with an ice bath, NBS (1.543 g, 8.67 mmol) was added into the reaction. The dark solution turned brownish orange within 5 minutes. TLC showed a more polar spot. The reaction was diluted with EtOAc (100 mL), washed with brine, dried over sodium sulfate, and purified by flash chromatography to afford the title compound.

1. customThe mixture was fitted with a condenser
2. custompurged three times with nitrogen
3. temperatureThe reaction was cooled
4. additionto the solution was added THF (16 mL) and water (8 mL)
5. temperatureAfter cooling the solution to 0° C. with an ice bath
6. washwashed with brine
7. dry with materialdried over sodium sulfate
8. custompurified by flash chromatography