반응 #353306

반응 방정식

sulfuric acid

2-amino-4,5,3',4'-tetramethoxybenzophenone

diethyl acetonedicarboxylate

→

ethyl 4-(3,4-dimethoxyphenyl)-6,7-dimethoxy-3-ethoxycarbonylquinoline-2-acetate

수율 64.1%

용매

acetic acid

반응 조건

후처리

1. 1
   농축The reaction mixture was concentrated under reduced pressure
2. 2
   workup.ADDITIONThe residue was poured into water
3. 3
   추출extracted with chloroform
4. 4
   세척The chloroform layer was washed with water
5. 5
   건조dried over magnesium sulfate
6. 6
   기타the solvent was evaporated under reduced pressure
7. 7
   기타The residual crystals were recrystallized from acetone

실험 절차

Conc. sulfuric acid (1.5 ml) was added to a mixture of 2-amino-4,5,3',4'-tetramethoxybenzophenone (50.0 g), diethyl acetonedicarboxylate (35.0 g) and acetic acid (400 ml), and the mixture was stirred at 100° C. for 2.5 hours. The reaction mixture was concentrated under reduced pressure. The residue was poured into water, neutralized with an aqueous saturated solution of sodium bicarbonate, and extracted with chloroform. The chloroform layer was washed with water and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residual crystals were recrystallized from acetone to give ethyl 4-(3,4-dimethoxyphenyl)-6,7-dimethoxy-3-ethoxycarbonylquinoline-2-acetate (48.8 g, 64%). Colorless prisms, mp. 146°-147° C.

출처