Reacción #8715

Ecuación de reacción

bromopropane

ethyl acetamidocyanoacetate

sodium

bromopropane

→

Ethyl 2-acetylamino-2-cyanopentanoate

Disolventes

ethanol

ethanol

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroAfter a clear solution has formed
2. 2
   Temperaturathe reaction mixture is heated
3. 3
   Temperaturaunder reflux for 16 hours
4. 4
   OtroThe solvent is removed in vacuo
5. 5
   Lavadothe solution is washed with water
6. 6
   Secadodried over magnesium sulfate
7. 7
   OtroThe solvent is removed in vacuo
8. 8
   workup.STIRRINGthe residue is stirred up with petroleum ether
9. 9
   FiltraciónAfter filtering off with suction, 7.5 g (60%) of ethyl 2-acetylamino-2-cyanopentanoate
10. 10
    Otroare obtained

Procedimiento

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.

Fuente