Reaktion #215563

Reaktionsgleichung

2,3-Dicyano-5-chloropyrazine

p-cresol

sodium hydroxide

water

→

2,3-dicyano-5-(p-methylphenoxy)pyrazine

Ausbeute 41.5%

Lösungsmittel

acetone

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe solution was cooled to 0° to 5° C.
2. 2
   workup.ADDITIONwas added dropwise over the period of 15 minutes
3. 3
   workup.STIRRINGThe mixture was stirred at 0° to 5° C. for 1 hour
4. 4
   SonstigeAfter the reaction
5. 5
   Sonstigethe solvent was removed by concentration under reduced pressure
6. 6
   ExtraktionThe residue was extracted with 100 ml of chloroform
7. 7
   WaschenThe chloroform solution was washed with 30 ml of a 1 N aqueous solution of sodium hydroxide and 30 ml of water
8. 8
   Trocknendried over anhydrous calcium chloride
9. 9
   workup.DISTILLATIONThen, the solvent was distilled off
10. 10
    SonstigeRecrystallization of the crude product from ethanol

Vorschrift

2,3-Dicyano-5-chloropyrazine (0.83 g; 0.005 mole) was dissolved in 25 ml of acetone. The solution was cooled to 0° to 5° C., and with stirring, a solution prepared from 0.54 g (0.005 mole) of p-cresol, 0.21 g (0.005 mole) of sodium hydroxide, 1 ml of water and 15 ml of acetone was added dropwise over the period of 15 minutes. The mixture was stirred at 0° to 5° C. for 1 hour. After the reaction, the solvent was removed by concentration under reduced pressure. The residue was extracted with 100 ml of chloroform. The chloroform solution was washed with 30 ml of a 1 N aqueous solution of sodium hydroxide and 30 ml of water and dried over anhydrous calcium chloride. Then, the solvent was distilled off. Recrystallization of the crude product from ethanol afforded 0.49 g (yield 41%) of 2,3-dicyano-5-(p-methylphenoxy)pyrazine.

Quelle