Реакция #8715

Уравнение реакции

bromopropane

ethyl acetamidocyanoacetate

sodium

bromopropane

→

Ethyl 2-acetylamino-2-cyanopentanoate

Растворители

ethanol

ethanol

ethanol

Условия реакции

Обработка

1. 1
   ДругоеAfter a clear solution has formed
2. 2
   Температураthe reaction mixture is heated
3. 3
   Температураunder reflux for 16 hours
4. 4
   ДругоеThe solvent is removed in vacuo
5. 5
   Промывкаthe solution is washed with water
6. 6
   Сушкаdried over magnesium sulfate
7. 7
   ДругоеThe solvent is removed in vacuo
8. 8
   workup.STIRRINGthe residue is stirred up with petroleum ether
9. 9
   ФильтрацияAfter filtering off with suction, 7.5 g (60%) of ethyl 2-acetylamino-2-cyanopentanoate
10. 10
    Другоеare obtained

Методика

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.

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