反应详情

温度

220 °C

Diethyl ethoxymethylenemalonate (43.2 g., 0.20 mole) and 6-methoxytetrahydroquinoline (32.6 g., 0.20 mole) are mixed and heated at 125°-130° C. for three hours. Polyphosphoric acid (200 g.) is added, and the mixture is heated gradually to 220° C. then maintained at 220° C. for one hour. The mixture containing the product ester of Formula III is poured into about 600 ml. of water, then made basic with 40 percent sodium hydroxide solution and heated on a steam bath for two hours. The solution is treated with decolorizing charcoal, filtered and acidified. The solid product is isolated by filtration, washed with water and ethanol, then recrystallized from N,N-dimethylformamide to give 6,7-dihydro-9-methoxy-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid, m.p. 253°-257° C.

1. temperatureheated at 125°-130° C. for three hours
2. temperaturethen maintained at 220° C. for one hour
3. additionis poured into about 600 ml
4. temperatureheated on a steam bath for two hours
5. filtrationfiltered
6. customThe solid product is isolated by filtration
7. washwashed with water and ethanol
8. customrecrystallized from N,N-dimethylformamide