Реакция #3243

Уравнение реакции

2-isopropylaminobenzaldehyde

diethyl malonate

sodium bicarbonate

→

ethyl 1-isopropyl-2(1H)-quinolone-3-carboxylate

Выход 61.3%

Растворители

acetic anhydride

Условия реакции

Обработка

1. 1
   ДругоеAfter evaporation of the solvent under reduced pressure, water
2. 2
   workup.ADDITIONwas added
3. 3
   Экстракцияfollowed by extraction with ethyl acetate
4. 4
   ПромывкаThe organic layer was washed with water
5. 5
   Сушкаa saturated aqueous sodium bicarbonate solution and dried over anhydrous sodium sulfate
6. 6
   ДругоеThe solvent was evaporated under reduced pressure
7. 7
   Другоеthe resulting oily substance was purified by silica gel column chromatography (n-hexane:ethyl acetate=4:1)

Методика

A solution of 7.5 g of 2-isopropylaminobenzaldehyde, 11.0 g of diethyl malonate and 11.6 g of sodium bicarbonate in 800 ml of acetic anhydride was stirred under heating at 100° C. for 15 hours. After evaporation of the solvent under reduced pressure, water was added, followed by extraction with ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium bicarbonate solution and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the resulting oily substance was purified by silica gel column chromatography (n-hexane:ethyl acetate=4:1) to give 7.3 g of ethyl 1-isopropyl-2(1H)-quinolone-3-carboxylate.

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