반응 #347048

반응 방정식

hydrochloric acid

3-(3,4-diacetoxycinnamoylamino)-4-(2-chlorophenyl)-6,8-dimethylquinoline

potassium carbonate

dioxane-methanol water

→

4-(2-chlorophenyl)-3-(3,4-dihydroxycinnamoylamino)-6,8-dimethylquinoline

수율 80.4%

용매

water

반응 조건

후처리

1. 1
   추출the mixture was extracted with ethyl acetate
2. 2
   세척The ethyl acetate layer was washed with water
3. 3
   건조dried (MgSO4)
4. 4
   기타The solvent was removed
5. 5
   기타the residue was crystallized from isopropyl ether

실험 절차

A mixture of 3-(3,4-diacetoxycinnamoylamino)-4-(2-chlorophenyl)-6,8-dimethylquinoline (4.0 g), potassium carbonate (3.13 g) and dioxane-methanol-water (2:2:1, 50 ml) was stirred at room temperature for 3 hours in a stream of argon gas, then diluted with water. After being adjusted to pH 4 by addition of 2N hydrochloric acid, the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with water and dried (MgSO4). The solvent was removed, and the residue was crystallized from isopropyl ether to give crystals of 4-(2-chlorophenyl)-3-(3,4-dihydroxycinnamoylamino)-6,8-dimethylquinoline (2.7 g, 80.4%). The crystals were recrystallized from ethyl acetate to afford pale yellowish prisms.

출처