Reacción #2006419

ord-ccbb60930a1c4dc7b61375329acb3960

Ecuación de reacción

Cl
HCl
COC(=O)c1ccc(CCC(=O)c2ccccc2)cc1
methyl ester
COC(=O)c1ccc(CCC(=O)c2ccccc2)cc1
Methyl-4-(3-oxo-3-phenylpropyl)-benzoate
[Li+].[OH-]
LiOH
O=C(O)c1ccc(CCC(=O)c2ccccc2)cc1
title compound
O=C(O)c1ccc(CCC(=O)c2ccccc2)cc1
4-(3-oxo-3-Phenylpropyl)-benzoic Acid

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónthe solution was extracted with EtOAc
  2. 2
    Secadothe organic layer was dried over anhydrous MgSO4
  3. 3
    FiltraciónFiltration and evaporation of the solvent under vacuum
  4. 4
    Otrofollowed by purification by column chromatography

Procedimiento

To a solution of methyl ester 47 (195 mg, 0.73 mmol) in water/THF (1:1, 0.07M) was added LiOH (46 mg, 1.1 mmol). The resulting solution was stirred overnight at room temperature or until no starting material was detected by TLC. HCl 1N was added and the solution was extracted with EtOAc and the organic layer was dried over anhydrous MgSO4. Filtration and evaporation of the solvent under vacuum followed by purification by column chromatography using 10% MeOH/CH2Cl2, gave the title compound.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE043343E1uspto-grants-2012_05