Reacción #84864

Ecuación de reacción

NaHCO3

1-(4-bromo-3,5-dimethoxyphenyl)propan-1-one

pyridinium tribromide

→

2-bromo-1-(4-bromo-3,5-dimethoxyphenyl)propan-1-one

Rendimiento 56.4%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   ExtracciónThe mixture was extracted with EtOAc the combined
2. 2
   Lavadoorganics were washed with saturated aqueous NaHCO3 and brine
3. 3
   Secadothen dried over Na2SO4
4. 4
   Concentraciónconcentrated in vacuo
5. 5
   OtroPurification by chromatography (10-20% EtOAc-hexanes)

Procedimiento

To a solution of 1-(4-bromo-3,5-dimethoxyphenyl)propan-1-one (1.50 g, 5.49 mmol) in anhydrous THF (20 mL) was added pyridinium tribromide (1.93 g, 6.04 mmole). The reaction was stirred at room temperature for 2 hrs then neutralized with a solution of saturated aqueous NaHCO3. The mixture was extracted with EtOAc the combined organics were washed with saturated aqueous NaHCO3 and brine then dried over Na2SO4 and concentrated in vacuo. Purification by chromatography (10-20% EtOAc-hexanes) gave 2-bromo-1-(4-bromo-3,5-dimethoxyphenyl)propan-1-one as an orange oil (1.09 g, 56% yield).

Fuente