Reacción #94066

Ecuación de reacción

Dicyclohexylcarbodiimide

3-acetylthio-2-carbamoylmethylpropanoic acid

→

3-Acetylthio-2-cyanomethylpropanoic acid

Disolventes

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   Filtraciónthe precipitate is filtered off
2. 2
   Concentraciónthe filtrate is concentrated to dryness
3. 3
   workup.DISSOLUTIONthe residue is dissolved in ethyl acetate
4. 4
   Extracciónextracted with saturated aqueous bicarbonate
5. 5
   Extracciónextracted with ethyl acetate
6. 6
   OtroThis organic layer is dried
7. 7
   Concentraciónconcentrated to dryness
8. 8
   OtroThe residue, 3-acetylthio-2-cyanomethylpropanoic acid is crystallized from ether-hexane, m.p. 110°-112°

Procedimiento

Dicyclohexylcarbodiimide (1.03 g.) is added to a solution of 3-acetylthio-2-carbamoylmethylpropanoic acid (1.02 g.) in pyridine (18 ml.). After five hours stirring at room temperature, the precipitate is filtered off and the filtrate is concentrated to dryness, the residue is dissolved in ethyl acetate and extracted with saturated aqueous bicarbonate. The aqueous phase is acidified and extracted with ethyl acetate. This organic layer is dried and concentrated to dryness. The residue, 3-acetylthio-2-cyanomethylpropanoic acid is crystallized from ether-hexane, m.p. 110°-112°.

Fuente