反应详情

温度

0 °C

100 ml of dimethyl formamide (DMF) were cooled to 0° C. and POCl3 (35.47 g, 231 mmol, 3 eq.) added dropwise. The reaction was stirred 30 min at 0° C. and a solution of 2-chloro-3-acetyl-pyridine (12 g, 77.12 mmol, 1 eq.) in 15 ml of dimethyl formamide (DMF) was added. Once all added the reaction was warmed to 50° C. and stirred for 8 h. The mixture was cooled to 0° C. and hydroxylamine hydrochloride (21.43 g, 308 mmol, 4 eq.) was added by portions very carefully (exothermic). Once all added the reaction was stirred at room temperature for 2 h and quenched with water. The medium was basified until pH 2-3 was reached with 1N aqueous NaOH and extracted with ethylacetate. The organic layer was washed with brine and dried over MgSO4. Removal of all volatiles under reduced pressure afforded 3-chloro-3-(2-chloropyridin-3-yl)acrylonitrile (13.21 g, 81% yield) as a mixture of isomers which was used without further purification.

1. additionOnce all added the reaction
2. temperaturewas warmed to 50° C.
3. stirringstirred for 8 h
4. temperatureThe mixture was cooled to 0° C.
5. additionOnce all added the reaction
6. stirringwas stirred at room temperature for 2 h
7. customquenched with water
8. extractionextracted with ethylacetate
9. washThe organic layer was washed with brine
10. dry with materialdried over MgSO4
11. customRemoval of all volatiles under reduced pressure