4-Methoxy-beta-nitrostyrene

637-69-4

3179-10-0

GENERAL STEPS: To a 25 mL sealed tube was added 4-methoxystyrene (0.5 mmol), sodium nitrite (1.5 eq.), potassium persulfate (2.0 eq.), TEMPO (1.2 eq.) and 1,2-dichloroethane (2 mL). The reaction mixture was stirred at 100 °C for 24 hours. After the reaction was completed, it was cooled to room temperature. Extraction was performed by adding dichloromethane (2 mL) and water (5 mL). The organic layer was separated and the aqueous phase was further extracted with dichloromethane (5 mL x 3). The organic layers were combined, dried over anhydrous sodium sulfate and filtered. After the solvent was removed by concentration under reduced pressure, the residue was purified by column chromatography using petroleum ether/ethyl acetate as eluent to give pure 1-methoxy-4-(2-nitrovinyl)benzene.