Reaktion #1605778

Reaktionsgleichung

2-bromo-5-methylpyridine

acetonitrile

n-butyl lithium

→

crude product

2-(5-methylpyridin-2-yl)acetonitrile

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITThe reaction mixture was kept at minus 78° C. for 1 hour
2. 2
   Temperaturwarmed up slowly to room temperature
3. 3
   workup.STIRRINGstirred for another hour
4. 4
   Sonstigethe layer was separated
5. 5
   WaschenThe organic layer was washed with water and brine
6. 6
   Trocknendried over MgSO4
7. 7
   Filtrationfiltered
8. 8
   Sonstigeevaporated

Vorschrift

To a solution of anhydrous acetonitrile (10.1 mL, 191.83 mmol, 3.3 equiv.) in dry THF (500 mL) was added dropwise n-butyl lithium (2.5 M in hexane, 69.8 mL, 174.39 mmol, 3 equiv.) at minus 78° C. under a nitrogen atmosphere. The resulting white suspension was stirred at minus 78° C. for 1 hour, and then a solution of 2-bromo-5-methylpyridine (10.0 g, 58.13 mmol, 1 equiv.) in dry THF (30 mL) was added. The reaction mixture was kept at minus 78° C. for 1 hour and then warmed up slowly to room temperature and stirred for another hour. Ice/water was added and the layer was separated. The organic layer was washed with water and brine, dried over MgSO4, filtered, and evaporated to give 18 g of crude product, which was used for next step reaction without further purification.

Quelle