Reacción #7632

Ecuación de reacción

ethyl chloro(oxo)acetate

2-(acetylamino)butanoic acid

pyridine

→

Ethyl 3-(acetylamino)-2-oxopentanoate

Disolventes

tetrahydro-furane

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaheated
2. 2
   TemperaturaWhile heating
3. 3
   Temperaturaat reflux
4. 4
   TemperaturaThe reaction mixture is heated
5. 5
   Temperaturaat reflux until no more evolution of gas
6. 6
   Extracciónthe organic phase extracted with ethyl acetate
7. 7
   OtroThe dried organic phase is evaporated to dryness in vacuo
8. 8
   workup.DISSOLUTIONdissolved in ethanol
9. 9
   Otrothe solution directly used for the next reaction

Procedimiento

9.2 g (63.4 mmol) 2-(acetylamino)butanoic acid are suspended in 120 ml tetrahydro-furane and heated to reflux together with 15.0 g (190 mmol) pyridine and a bit of N,N-dimethylaminopyridine. While heating at reflux, 17.3 g (127 mmol) ethyl chloro(oxo)acetate are added dropwise. The reaction mixture is heated at reflux until no more evolution of gas can be observed. After cooling down to room temperature, the reaction mixture is added to ice water and the organic phase extracted with ethyl acetate. The dried organic phase is evaporated to dryness in vacuo, dissolved in ethanol and the solution directly used for the next reaction.

Fuente