Reacción #302897

ord-441fd5a40e5a491e9591a4fa948bd5ae

Ecuación de reacción

O=S(=O)(O)O
sulfuric acid
CSc1c(C(F)(F)F)ccc(C(=O)O)c1F
2-fluoro-3-methylthio-4-(trifluoromethyl)benzoic acid
CO
methanol
COC(=O)c1ccc(C(F)(F)F)c(SC)c1F
methyl 2-fluoro-3-methylthio-4-(trifluoromethyl)benzoate

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturathe mixture was heated
  2. 2
    Temperaturaunder reflux until HPLC analysis
  3. 3
    TemperaturaThe mixture was cooled
  4. 4
    Otrothe solvent was removed
  5. 5
    Extracciónthe mixture was extracted twice with ethyl acetate
  6. 6
    LavadoThe combined organic phases were washed once with saturated aqueous NaHCO3 solution
  7. 7
    OtroFinally, the organic phase was dried
  8. 8
    Concentraciónthe filtrate was concentrated

Procedimiento

5 ml of concentrated sulfuric acid were added to 20.0 g (78.7 mmol) of 2-fluoro-3-methylthio-4-(trifluoromethyl)benzoic acid in 200 ml of methanol, and the mixture was heated under reflux until HPLC analysis showed complete conversion. The mixture was cooled and the solvent was removed. The residue was taken up in water, and the mixture was extracted twice with ethyl acetate. The combined organic phases were washed once with saturated aqueous NaHCO3 solution. Finally, the organic phase was dried and the filtrate was concentrated. This gave 20.5 g of methyl 2-fluoro-3-methylthio-4-(trifluoromethyl)benzoate.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08193121B2uspto-grants-2012_06