Dichloromethane → 1-Bromo-3-(1-[4-{2-fluoro-ethoxy}phenyl]-vinyl)-benzene

Participants

Reaction Conditions

Reaction Steps

Cesium carbonate (2.18 g, 6.67 mmol, 1.2 eq) and 1-fluoro-2-iodoethane (1.1 g, 6.4 mmol, 1.2 eq) were added to a solution of 4-[1-(3-bromo-phenyl)-vinyl]-phenol (1.5 g, 5.3 mmol, 1.0 eq) in dry N,N-dimethylformamide (15 mL). The mixture was stirred overnight at 55° C.; dichloromethane (100 mL) and water (50 mL) were then added. The organic phase was washed with water (3×) and dried over sodium sulfate. Evaporation of solvent gave crude ether that was purified by flash chromatography (eluent: cyclohexane/ethyl acetate=9:1 then) to give 931 mg (yield 54%) of desired product as yellow oil.

Provenance & Evidence