反应详情

A mixture of m-methoxy-phenylboronic acid (10 g, 65.8 mmol), 2,6-dichloropyridine (9.7 g, 65.8 mmol), potassium carbonate (27.3 g, 197.4 mmol), triphenylphosphine (2.07 g, 7.9 mmol), dimethoxyethane 250 mL and water 80 mL was prepared. Nitrogen was bubbled directly in the mixture for 20 minutes. Then palladium acetate was added (0.44 g, 2.0 mmol). Nitrogen was bubbled again in the mixture for another 10 minutes. The mixture was heated to reflux under nitrogen overnight. The reaction mixture was cooled to room temperature. The organic layer was separated and the aqueous layer was extracted with dichloromethane. The combined organic layers were dried over magnesium sulfate, filtered and evaporated. The mixture was purified by silica column with up to 10% ethyl acetate in hexanes to gain 6.5 g colorless oil (45%).

1. customwas prepared
2. customNitrogen was bubbled directly in the mixture for 20 minutes
3. additionThen palladium acetate was added (0.44 g, 2.0 mmol)
4. customNitrogen was bubbled again in the mixture for another 10 minutes
5. temperatureThe mixture was heated
6. temperatureto reflux under nitrogen overnight
7. customThe organic layer was separated
8. extractionthe aqueous layer was extracted with dichloromethane
9. dry with materialThe combined organic layers were dried over magnesium sulfate
10. filtrationfiltered
11. customevaporated
12. customThe mixture was purified by silica column with up to 10% ethyl acetate in hexanes