Reacción #2467943

ord-069261f2c9e54c339c0e5081d5a71c43

Ecuación de reacción

CCOC(=O)C(Cc1ccccc1)C(=O)OCC
2-benzylmalonic acid diethyl ester
[K+].[OH-]
KOH
CCOC(=O)C(Cc1ccccc1)C(=O)O
final product
CCOC(=O)C(Cc1ccccc1)C(=O)O
2-Benzyl-malonic acid monoethyl ester

Reactivos

Ninguno

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe solvent was removed under reduced pressure
  2. 2
    workup.DISSOLUTIONthe resulting liquid dissolved in 5% NaHCO3 (30 mL)
  3. 3
    Lavadowashed with EtOAc (3×10 mL)
  4. 4
    Extracciónback extracted with 5% NaHCO3 (50 mL)
  5. 5
    Extracciónextracted with EtOAc
  6. 6
    LavadoThe organic layer was washed with H2O
  7. 7
    Secadodried with Na2SO4
  8. 8
    OtroThe solvent was removed under reduced pressure

Procedimiento

To a solution of 2-benzylmalonic acid diethyl ester 2.5 g (10 mmol) in EtOH (10 mL) was added 1N KOH in EtOH (8.5 mL). The solution was stirred for 1 h at room temperature. The solvent was removed under reduced pressure, and the resulting liquid dissolved in 5% NaHCO3 (30 mL), washed with EtOAc (3×10 mL), and back extracted with 5% NaHCO3 (50 mL). The combined NaHCO3 solutions were acidified to pH=3 with 1N HCl and extracted with EtOAc. The organic layer was washed with H2O, dried with Na2SO4. The solvent was removed under reduced pressure to give final product as oil, 1.4 g (74%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08257931B2uspto-grants-2012_09