Reacción #1876815

ord-3eaf5a5c4504444dad2bbf538ca8f3b7

Ecuación de reacción

BrB(Br)Br
Boron tribromide
CCOc1ccc(O)c(C(F)(F)F)c1
Compound ( e )
CCOc1ccc(O)c(C(F)(F)F)c1
4-ethoxy-2-trifluoromethylphenol
Oc1ccc(O)c(C(F)(F)F)c1
Compound ( g )
Rendimiento 63.2%
Oc1ccc(O)c(C(F)(F)F)c1
2-trifluoromethylhydroquinone
Rendimiento 63.2%

Condiciones de reacción

Temperatura
-78°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONwas slowly added dropwise at the same temperature
  2. 2
    Extracciónthe aqueous layer was extracted with ether
  3. 3
    Lavadowashed with saturated aqueous sodium chloride
  4. 4
    Secadodried over anhydrous magnesium sulfate
  5. 5
    workup.DISTILLATIONThe solvent was distilled off under reduced pressure

Procedimiento

Boron tribromide (11.8 g) was slowly added dropwise to dichloromethane (41 mL) cooled to −78° C., and then Compound (e) (6.47 g) dissolved in dichloromethane (60 mL) was slowly added dropwise at the same temperature and the mixture was stirred at room temperature for 2 hours. The reaction mixture was then poured into ice water and the aqueous layer was extracted with ether. The organic layers were combined, washed with saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 3.53 g of Compound (g).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07070838B2uspto-grants-2006_07