Reaktion #84864

Reaktionsgleichung

NaHCO3

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

pyridinium tribromide

→

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

Ausbeute 56.4%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionThe mixture was extracted with EtOAc the combined
2. 2
   Waschenorganics were washed with saturated aqueous NaHCO3 and brine
3. 3
   Trocknenthen dried over Na2SO4
4. 4
   Einengenconcentrated in vacuo
5. 5
   SonstigePurification by chromatography (10-20% EtOAc-hexanes)

Vorschrift

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).

Quelle