반응 #620583

반응 방정식

ethyl 5-bromoquinoline-3-carboxylate

2,4,6-trifluorophenylboric acid

cesium fluoride

DMF

→

ethyl 5-(2,4,6-trifluorophenyl)quinoline-3-carboxylate

수율 44.9%

용매

water

반응 조건

후처리

1. 1
   온도was heated
2. 2
   기타The reaction liquid
3. 3
   기타was returned to room temperature
4. 4
   추출extracted with ethyl acetate
5. 5
   농축The organic layer was concentrated under reduced pressure
6. 6
   기타the resulting residue was purified under silica gel column chromatography (hexane/ethyl acetate)

실험 절차

Under argon gas atmosphere, a mixture of ethyl 5-bromoquinoline-3-carboxylate (113 mg), 2,4,6-trifluorophenylboric acid (106 mg), bis(tri-t-butylphosphine)palladium (41 mg), cesium fluoride (123 mg), silver oxide (112 mg), and DMF (2 mL) was heated under stirring in an oil bath at 100° C. for 15 hours. The reaction liquid was returned to room temperature, diluted with water, and then extracted with ethyl acetate. The organic layer was concentrated under reduced pressure, and the resulting residue was purified under silica gel column chromatography (hexane/ethyl acetate) to obtain ethyl 5-(2,4,6-trifluorophenyl)quinoline-3-carboxylate (60 mg).

출처