反应详情

温度

130 °C

A mixture containing 47.2 g of 6-methoxy-2-methyl-3-pyridinecarbonitrile, 100 ml of dimethylacetamide dimethyl acetal and 100 ml of dimethylformamide was heated with stirring in an oil bath at 130° C. for 1 hour and 45 minutes. The temperature of the oil bath was raised to 150° C. and the methanol formed by the reaction was distilled off using a 12" distillation column (Vigreux) while continuing the heating at 150° C. for 14 hours. The reaction mixture was concentrated, 50 ml of ether was added to the concentrated solution whereupon the product crystallized out. The mixture was chilled and the crystalline solid collected. The solid was washed with cold ether, dried and recrystallized from ethyl acetate using decolorizing charcoal to yield 33.5 g of 2-[2-(dimethylamino)-1-propenyl]-6-methoxy-3-pyridinecarbonitrile, m.p. 103°-104° C.

1. temperaturewas heated
2. temperatureThe temperature of the oil bath was raised to 150° C.
3. distillationwas distilled off
4. distillationa 12" distillation column (Vigreux)
5. customheating at 150° C.
6. customfor 14 hours
7. concentrationThe reaction mixture was concentrated
8. addition50 ml of ether was added to the concentrated solution whereupon the product
9. customcrystallized out
10. temperatureThe mixture was chilled
11. customthe crystalline solid collected
12. washThe solid was washed with cold ether
13. customdried
14. customrecrystallized from ethyl acetate using