반응 #353331

반응 방정식

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

ethyl 6-(N,N-diethylamino)-3-oxohexanoate

→

ethyl 2-[3-(N,N-diethylamino)propyl]-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinoline-3-carboxylate

수율 14.0%

용매

ethanol

반응 조건

후처리

1. 1
   온도under reflux for 4 hours
2. 2
   농축The reaction mixture was concentrated under reduced pressure
3. 3
   workup.DISSOLUTIONthe residue was dissolved in chloroform
4. 4
   세척The chloroform layer was washed with an aqueous saturated solution of sodium bicarbonate and water
5. 5
   건조dried over magnesium sulfate
6. 6
   기타the solvent was evaporated
7. 7
   세척The fractions eluted with chloroform-methanol (20:1

실험 절차

A mixture of 2-amino-4,5,3',4'-tetramethoxybenzophenone hydrochloride (7.7 g), ethyl 6-(N,N-diethylamino)-3-oxohexanoate (5.0 g) and ethanol (100 ml) was stirred under reflux for 4 hours. The reaction mixture was concentrated under reduced pressure, and the residue was dissolved in chloroform. The chloroform layer was washed with an aqueous saturated solution of sodium bicarbonate and water and dried over magnesium sulfate, and the solvent was evaporated. The residue was subjected to column chromatography on silica gel. The fractions eluted with chloroform-methanol (20:1, v/v) gave ethyl 2-[3-(N,N-diethylamino)propyl]-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinoline-3-carboxylate (1.51 g, 14%). This compound was recrystallized from ethanol-hexane. Colorless prisms, mp. 96°-98° C.

출처