Reaktion #73462

Reaktionsgleichung

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

hydrochloric acid

→

desired product 12

Ausbeute 62.9%

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

Ausbeute 62.9%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was heated
2. 2
   Temperaturto reflux for 40 h
3. 3
   Sonstigeevaporated
4. 4
   Extraktionextracted with dichloromethane
5. 5
   WaschenThe organic layer was washed with brine
6. 6
   Trocknendried over magnesium sulphate
7. 7
   Sonstigeevaporated
8. 8
   Sonstigeto give 95.2 g of crude product, that
9. 9
   Filtrationwas purified by silica gel filtration (heptanes:ethyl acetate)

Vorschrift

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+).

Quelle