반응 #73766

반응 방정식

3-(4-bromo-phenyl)-3-(4-chloro-phenyl)-2-cyano-propionic acid ethyl ester

acetic acid

sulfuric acid

→

desired product

수율 50.0%

3-(4-Bromo-phenyl)-3-(4-chloro-phenyl)-propionic acid

수율 50.0%

용매

water

water

반응 조건

후처리

1. 1
   온도were refluxed for 2 hours
2. 2
   기타Reaction mixture
3. 3
   추출extracted with ethyl acetate
4. 4
   기타The organic layer was separated
5. 5
   건조dried (MgSO4)
6. 6
   여과filtered
7. 7
   농축concentrated
8. 8
   기타the crude product was purified over flash silica chromatography
9. 9
   세척eluting with ethyl acetate/petroleum ether (1:1)

실험 절차

A mixture of 3-(4-bromo-phenyl)-3-(4-chloro-phenyl)-2-cyano-propionic acid ethyl ester (1.91, 4.87 mmol), acetic acid (10 ml), concentrated sulfuric acid (5 ml) and water (5 ml) were refluxed for 2 hours. Reaction mixture was poured into iced water and extracted with ethyl acetate. The organic layer was separated, dried (MgSO4), filtered and concentrated, the crude product was purified over flash silica chromatography eluting with ethyl acetate/petroleum ether (1:1) to afford the desired product (0.82 g, 50% yield). LC/MS: (PS-A2) Rt 3.39 [M+H]+ 338.86.

출처