Reaktion #7645

Reaktionsgleichung

ethyl chloro(oxo)acetate

2-[(cyclopentylcarbonyl)amino]butanoic acid

pyridine

→

Ethyl 3-[(cyclopentylcarbonyl)amino]-2-oxopentanoate

Lösungsmittel

tetrahydrofurane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated
2. 2
   TemperaturWhile heating
3. 3
   Temperaturat reflux
4. 4
   TemperaturThe reaction mixture is heated
5. 5
   Temperaturat reflux until no more evolution of gas
6. 6
   Extraktionthe organic phase extracted with ethyl acetate
7. 7
   SonstigeThe dried organic phase is evaporated to dryness in vacuo
8. 8
   workup.DISSOLUTIONdissolved in ethanol
9. 9
   Sonstigethe solution directly used for the next reaction

Vorschrift

1.6 g (8 mmol) 2-[(cyclopentylcarbonyl)amino]butanoic acid are suspended in 30 ml tetrahydrofurane and heated to reflux together with 1.91 g (24 mmol) pyridine and a bit of N,N-dimethylaminopyridine. While heating at reflux, 2.19 g (16 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.

Quelle