반응 #3243

반응 방정식

2-isopropylaminobenzaldehyde

diethyl malonate

sodium bicarbonate

→

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

수율 61.3%

용매

acetic anhydride

반응 조건

후처리

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

실험 절차

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.

출처