Reacción #1541933

ord-d54caf9591924161af5917e920c0a530

Ecuación de reacción

[K]
potassium
CCOC(=O)C(C#N)C=O
3-oxo-2-cyanopropanoic acid ethyl ester
[Cl-].c1ccc([S+](c2ccccc2)c2ccccc2)cc1
triphenylsulfonium chloride
CCOC(=O)C(C#N)C=O.c1ccc([S+](c2ccccc2)c2ccccc2)cc1
desired product
CCOC(=O)C(C#N)C=O.c1ccc([S+](c2ccccc2)c2ccccc2)cc1
3-oxo-2-cyanopropanoic acid ethyl ester triphenylsulfonium salt

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónthe mixture was extracted with chloroform (2×25 ml)
  2. 2
    Secadoby drying over MgSO4
  3. 3
    OtroThe removal of the solvent
  4. 4
    Otroon a rotary evaporator under reduced pressure

Procedimiento

Into a solution of potassium salt of 3-oxo-2-cyanopropanoic acid ethyl ester (1.79 g, 10 mmol) in water (10 ml) was added a 50% solution of triphenylsulfonium chloride in water (5.96 g, 10 mmol). The reaction mixture turned cloudy. Water (15 ml) was added and the mixture was extracted with chloroform (2×25 ml) followed by drying over MgSO4. The removal of the solvent on a rotary evaporator under reduced pressure gave desired product as yellow crystalline material. Yield 3.2 g (80%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07482113B2uspto-grants-2009_01