Reaktion #1018336

Reaktionsgleichung

4-Chloro-1H-pyrazole

2-chloropropanenitrile

cesium carbonate

tetrahydrofuran

→

title compound

Ausbeute 116.3%

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

Ausbeute 116.3%

Lösungsmittel

ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationfiltered
2. 2
   WaschenThe solids were rinsed with ether (30 mL×3)
3. 3
   workup.ADDITIONthe filtrate was diluted with dichloromethane (10 mL)
4. 4
   EinengenThe solution was concentrated under reduced pressure

Vorschrift

4-Chloro-1H-pyrazole (4.05 g, 39.5 mmol), 2-chloropropanenitrile (3.71 g, 41.5 mmol), cesium carbonate (15.6 g, 44.3 mmol) and anhydrous tetrahydrofuran (20 mL) were added into a sealed tube and the reaction mixture was heated to 100° C. for 2 h. The mixture was diluted with ether (100 mL) and filtered. The solids were rinsed with ether (30 mL×3) and the filtrate was diluted with dichloromethane (10 mL). The solution was concentrated under reduced pressure to afford the title compound as oil (7.15 g). The material was taken to the next step without further purification. 1H NMR (500 MHz, CDCl3) δ 1.90 (d, 3H), 5.21-5.30 (m, 1H), 7.51 (s, 1H), 7.58 (s, 1H); MS (EI+) (M+) 155; GCMS retention time: 1.23 minutes (Method O).

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