반응 #88891

반응 방정식

ethyl 2-(1-ethoxyvinyl)nicotinate

hydrochloric acid

→

title compound

수율 63.6%

ethyl 2-acetylnicotinate

수율 63.6%

용매

acetone

반응 조건

후처리

1. 1
   기타The solvent was evaporated under reduced pressure, to the residue
2. 2
   workup.ADDITIONwere added ethyl acetate and saturated aqueous sodium hydrogen carbonate solution
3. 3
   추출the mixture was extracted with ethyl acetate
4. 4
   세척The extract was washed with saturated brine
5. 5
   건조dried over anhydrous sodium sulfate
6. 6
   기타The solvent was evaporated under reduced pressure
7. 7
   기타The residue was purified by silica gel column chromatography (ethyl acetate/hexane)

실험 절차

To a mixture of ethyl 2-(1-ethoxyvinyl)nicotinate (27 g) and acetone (300 mL) was added 2M hydrochloric acid (370 mL), and the mixture was stirred overnight at room temperature. The solvent was evaporated under reduced pressure, to the residue were added ethyl acetate and saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (15 g).

출처