Thionyl Chloride → HCID 57968127, compound

Participants

Reaction Steps

4-{[6-(acryloyloxy)hexyl]oxy}benzoic acid (4) (2.8 g) was dissolved in tetrahydrofuran (THF) (100 ml) at room temperature, and the resulting mixture was then adjusted to 0° C. Then, thionyl chloride (12 ml, 1M in THF) was added to the mixture, and the resulting mixture solution was stirred for 30 minutes. Subsequently, 4-(6-bromohexyloxy)phenol (2.5 g) and triethylamine (13 ml) were added to the mixture solution, and the resulting mixture is stirred at 0° C. for one hour, and then stirred at room temperature overnight. Then, an aqueous saturated ammonium chloride solution was poured into the reaction mixture to stop the reaction. The reaction product was extracted three times with ethyl acetate (50 ml) (50 ml×3). After removing water with magnesium sulfate and evaporating the solvent, the reaction product was refined by column chromatography (eluent: ethyl acetate/hexane=1/2) to obtain 4-(6-bromo hexyloxy)phenyl 4-{[6-(acryloyloxy)hexyl]oxy}benzoate (5) (3 g).

Provenance & Evidence