Réaction #2467943

ord-069261f2c9e54c339c0e5081d5a71c43

Équation de réaction

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

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe solvent was removed under reduced pressure
  2. 2
    workup.DISSOLUTIONthe resulting liquid dissolved in 5% NaHCO3 (30 mL)
  3. 3
    Lavagewashed with EtOAc (3×10 mL)
  4. 4
    Extractionback extracted with 5% NaHCO3 (50 mL)
  5. 5
    Extractionextracted with EtOAc
  6. 6
    LavageThe organic layer was washed with H2O
  7. 7
    Séchagedried with Na2SO4
  8. 8
    AutreThe solvent was removed under reduced pressure

Mode opératoire

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%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08257931B2uspto-grants-2012_09