Reacción #1382

ord-1b1dfc28218048f1b96339ca5954f763

Ecuación de reacción

COC(=O)c1c(Br)cc(Br)c(F)c1C
methyl 2-methyl-3-fluoro-4,6-dibromobenzoate
CCO
ethanol
[Na+].[OH-]
sodium hydroxide
Cc1c(F)c(Br)cc(Br)c1C(=O)O
2-methyl-3-fluoro-4,6-dibromobenzoic acid
Rendimiento 84.4%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturathe mixture is refluxed for 2 hours
  2. 2
    TemperaturaAfter cooling
  3. 3
    Extracciónextracted with diethyl ether
  4. 4
    Extracciónextracted with diethyl ether
  5. 5
    ConcentraciónThe solvent is concentrated

Procedimiento

To methyl 2-methyl-3-fluoro-4,6-dibromobenzoate (75.5 g) are added ethanol (460 ml) and 10% aqueous solution of sodium hydroxide (460 ml) and the mixture is refluxed for 2 hours. After cooling, the reaction mixture is diluted with water and extracted with diethyl ether. The aqueous layer is made acidic with conc. hydrochloric acid and extracted with diethyl ether. The solvent is concentrated to give 2-methyl-3-fluoro-4,6-dibromobenzoic acid (61 g), m.p. 144°-146° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05723648uspto-grants-1998_03