Reaktion #1018334

Reaktionsgleichung

4-Fluoro-1H-pyrazole

2-chloropropanenitrile

cesium carbonate

acetonitrile

→

2-(4-Fluoro-1H-pyrazol-1-yl)propanenitrile

Ausbeute 82.0%

Lösungsmittel

Water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe mixture was extracted with ether (100 mL×3)
2. 2
   TrocknenThe combined organic layers were dried over sodium sulfate
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated under reduced pressure
5. 5
   SonstigeThe crude material was purified via flash chromatography (0-50% ethyl acetate in heptanes)

Vorschrift

4-Fluoro-1H-pyrazole (300 mg, 3.49 mmol), 2-chloropropanenitrile (374 mg, 4.18 mmol), cesium carbonate (1.84 g, 5.23 mmol) and anhydrous acetonitrile (5.0 mL) were added into a round bottom flask. The reaction mixture was heated to 100° C. for 2 h. Water was added and the mixture was extracted with ether (100 mL×3). The combined organic layers were dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude material was purified via flash chromatography (0-50% ethyl acetate in heptanes) to afford 2-(4-Fluoro-1H-pyrazol-1-yl)propanenitrile (398 mg, 82%). MS (EI+) (M+) 139, GCMS retention time: 0.78 min (Method O).

Quelle