반응 #73462

반응 방정식

5-Cyano-5-(4-fluoro-phenyl)-2-oxo-cyclohexanecarboxylic acid methyl ester

hydrochloric acid

→

desired product 12

수율 62.9%

1-(4-Fluoro-phenyl)-4-oxo-cyclohexanecarbonitrile

수율 62.9%

용매

ethanol

반응 조건

후처리

1. 1
   온도The mixture was heated
2. 2
   온도to reflux for 40 h
3. 3
   기타evaporated
4. 4
   추출extracted with dichloromethane
5. 5
   세척The organic layer was washed with brine
6. 6
   건조dried over magnesium sulphate
7. 7
   기타evaporated
8. 8
   기타to give 95.2 g of crude product, that
9. 9
   여과was purified by silica gel filtration (heptanes:ethyl acetate)

실험 절차

101.5 g of 5-Cyano-5-(4-fluoro-phenyl)-2-oxo-cyclohexanecarboxylic acid methyl ester (11) were dissolved in 680 mL of ethanol and 171 mL of concentrated aqueous hydrochloric acid were added. The mixture was heated to reflux for 40 h, then evaporated. The residue was taken up in water and extracted with dichloromethane. The organic layer was washed with brine, dried over magnesium sulphate and evaporated to give 95.2 g of crude product, that was purified by silica gel filtration (heptanes:ethyl acetate) to yield 50.4 g of the desired product 12. Rt=1.26 min (Method 1). Detected mass: 218.2 (M+H+).

출처