Réaction #48713

Équation de réaction

propyl iodide

3-bromo-5-fluoro-phenol

cesium carbonate

→

desired compound

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

Solvants

N,N-dimethylformamide

—

hexanes

Conditions de réaction

Traitement

1. 1
   Températureheat at 50° C. for 1 hour
2. 2
   TempératureCool to room temperature
3. 3
   LavageWash (water, 1N lithium chloride, saturated aqueous sodium chloride)
4. 4
   Séchagedry (magnesium sulfate)
5. 5
   Filtrationfilter
6. 6
   Concentrationconcentrate

Mode opératoire

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%).

Source