反应详情

温度

0 °C

A first flask was charged with 1,4-dioxane/H2O (50 mL/10 mL). The flask was cooled to 0° C. and vacuum was applied for 20 minutes. A second flask was charged with ethyl 6-chloropicolinate (4.200 g, 22.63 mmol), potassium trifluoro(prop-1-en-2-yl)borate (4.353 g, 29.42 mmol), potassium carbonate (4.378 g, 31.68 mmol), diacetoxypalladium (0.1524 g, 0.6789 mmol) and sodium 2′-(dicyclohexylphosphino)-2,6-dimethoxybiphenyl-3-sulfonate (0.6959 g, 1.358 mmol). The second flask was also evacuated with vacuum and back filled with N2 for 3 times. The cold degassed dioxane/H2O was then added to the second flask, which was evacuated with vacuum and back filled with argon 5 times. The reaction mixture was heated to 80° C. for 3 hours. The reaction was cooled to ambient temperature and concentrated under reduced pressure. The residue was then diluted with EtOAc (200 mL). The organic layer was washed with saturated NaHCO3, dried (Na2SO4) and concentrated to give a quantitative yield of ethyl 6-(prop-1-en-2-yl)picolinate, which was used in the next step without further purification.

1. customThe second flask was also evacuated with vacuum
2. additionback filled with N2 for 3 times
3. customThe cold degassed dioxane/H2O
4. additionwas then added to the second flask, which
5. customwas evacuated with vacuum
6. additionback filled with argon 5 times
7. temperatureThe reaction mixture was heated to 80° C. for 3 hours
8. temperatureThe reaction was cooled to ambient temperature
9. concentrationconcentrated under reduced pressure
10. additionThe residue was then diluted with EtOAc (200 mL)
11. washThe organic layer was washed with saturated NaHCO3
12. dry with materialdried (Na2SO4)
13. concentrationconcentrated