Reaktion #602178

Reaktionsgleichung

3-(3-chloro-4,5-dihydro-1H-pyrazol-1-yl)pyridine

potassium hydroxide

→

title product

Ausbeute 69.1%

3-(3-Chloro-1H-pyrazol-1-yl)pyridine

Ausbeute 69.1%

Lösungsmittel

Water

acetonitrile

water

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe dark brown mixture was heated to 90° C
2. 2
   TemperaturThe reaction mixture was cooled to below 45° C.
3. 3
   Filtrationfiltered
4. 4
   WaschenThe filter cake was washed with water (300 mL)
5. 5
   Sonstigeaffording crude product as a brown solid
6. 6
   Filtrationfiltered
7. 7
   SonstigeThe organic filtrate was dried
8. 8
   Einengenconcentrated

Vorschrift

Crude 3-(3-chloro-4,5-dihydro-1H-pyrazol-1-yl)pyridine (54.1 g, 232 mmol, 77.8% purity) was introduced into a 3 L three-neck round bottom flask. Water (530 mL) was then added. The mixture was heated to 60° C. and a potassium hydroxide solution (165 g, 2940 mmol) in water (500 mL) was added. The dark brown mixture was heated to 90° C. A potassium ferricyanide solution (253 g, 768 mmol) in water (700 mL) was added slowly over 30 minutes leading to brown-red mixture. The mixture was stirred at 90° C. for another 1.5 hours. The reaction mixture was cooled to below 45° C. and filtered. The filter cake was washed with water (300 mL) affording crude product as a brown solid. The crude product was then dissolved in acetonitrile (400 mL) and filtered. The organic filtrate was dried and concentrated to afford the title product as a brown solid (28.8 g, 69%, 94% purity).

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