Reaktion #48713

Reaktionsgleichung

propyl iodide

3-bromo-5-fluoro-phenol

cesium carbonate

→

desired compound

1-bromo-3-fluoro-5-propoxy-benzene

Lösungsmittel

N,N-dimethylformamide

—

hexanes

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheat at 50° C. for 1 hour
2. 2
   TemperaturCool to room temperature
3. 3
   WaschenWash (water, 1N lithium chloride, saturated aqueous sodium chloride)
4. 4
   Trocknendry (magnesium sulfate)
5. 5
   Filtrationfilter
6. 6
   Einengenconcentrate

Vorschrift

Add propyl iodide (5.74 g, 33.77 mmol) to 3-bromo-5-fluoro-phenol (4.30 g, 22.51 mmol) and cesium carbonate (11.00 g, 33.77 mmol) in N,N-dimethylformamide (75 mL) and stir at room temperature 1 hour, then heat at 50° C. for 1 hour. Cool to room temperature and dilute with hexanes. Wash (water, 1N lithium chloride, saturated aqueous sodium chloride), dry (magnesium sulfate), filter and concentrate to give the desired compound as a colorless oil, 4.40 g (83.8%).

Quelle