Reaktion #45801

Reaktionsgleichung

N-(5-Cyano-2-fluoro-4-methoxybiphenyl-3-yl)-2,2,2-trifluoroacetamide

potassium carbonate

→

compound

Ausbeute 92.0%

5-Amino-6-fluoro-4-methoxybiphenyl-3-carbonitrile

Ausbeute 92.0%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling to room temperature
2. 2
   Sonstigemethanol was evaporated away under reduced pressure
3. 3
   Extraktionthe resulting residue was extracted with ethyl acetate
4. 4
   SonstigeThe organic layer was separated
5. 5
   Extraktionthe aqueous layer was again extracted with ethyl acetate
6. 6
   Waschenwashed with saturated brine
7. 7
   Trocknendried over anhydrous sodium sulfate
8. 8
   SonstigeThe solvent was evaporated away
9. 9
   Sonstigethe resulting residue was purified by middle-pressure liquid chromatography (eluent, hexane:ethyl acetate=4:1)

Vorschrift

N-(5-Cyano-2-fluoro-4-methoxybiphenyl-3-yl)-2,2,2-trifluoroacetamide 233) (2.78 g, 8.22 mmol) was dissolved in methanol (31.8 ml), and at room temperature, aqueous 15 wt. % potassium carbonate solution (31.8 ml, 34.5 mmol) was added. This was stirred at 70° C. for 38 hours. After cooling to room temperature, methanol was evaporated away under reduced pressure, and the resulting residue was extracted with ethyl acetate. The organic layer was separated, and the aqueous layer was again extracted with ethyl acetate. The organic layers were combined, washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated away, and the resulting residue was purified by middle-pressure liquid chromatography (eluent, hexane:ethyl acetate=4:1) to obtain the entitled compound (1.833 g, 92%) as a colorless gel substance.

Quelle