Reaktion #8715

Reaktionsgleichung

bromopropane

ethyl acetamidocyanoacetate

sodium

bromopropane

→

Ethyl 2-acetylamino-2-cyanopentanoate

Lösungsmittel

ethanol

ethanol

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter a clear solution has formed
2. 2
   Temperaturthe reaction mixture is heated
3. 3
   Temperaturunder reflux for 16 hours
4. 4
   SonstigeThe solvent is removed in vacuo
5. 5
   Waschenthe solution is washed with water
6. 6
   Trocknendried over magnesium sulfate
7. 7
   SonstigeThe solvent is removed in vacuo
8. 8
   workup.STIRRINGthe residue is stirred up with petroleum ether
9. 9
   FiltrationAfter filtering off with suction, 7.5 g (60%) of ethyl 2-acetylamino-2-cyanopentanoate
10. 10
    Sonstigeare obtained

Vorschrift

1.35 g of sodium (58.8 mmol) are dissolved in 200 ml of ethanol and the resulting solution is cooled down to 0° C. 10 g (58.8 mmol) of ethyl acetamidocyanoacetate are added. After a clear solution has formed, a solution of 7.23 g (58.8 mmol) of bromopropane in 10 ml of ethanol is added dropwise and the reaction mixture is stirred at room temperature for 2 hours. A solution of 7.23 g (58.8 mmol) of bromopropane in 10 ml of ethanol is added once again and the reaction mixture is heated under reflux for 16 hours. The solvent is removed in vacuo and the residue is taken up in dichloromethane; the solution is washed with water and dried over magnesium sulfate. The solvent is removed in vacuo and the residue is stirred up with petroleum ether. After filtering off with suction, 7.5 g (60%) of ethyl 2-acetylamino-2-cyanopentanoate are obtained.

Quelle