反应详情

4-[2-(4-Methylphenyl)ethoxy]nitrobenzene (VI) (5.14 g, 0.02 mole) and iron powder (6.7 g, 0.12 mole) were added to 50% aqueous ethanol (50 ml), and a solution of conc. hydrochloric acid (1 ml) in 50% aqueous ethanol (10 ml) was added dropwise thereto over 15 minutes with stirring under reflux. After heating under reflux for an additional 2 hours, the reaction mixture was cooled, neutralized with a dilute aqueous sodium hydroxide solution and extracted with ether. The ether layer was washed with water, dried over anhydrous potassium carbonate, concentrated and distilled to obtain 4.1 g of 4-[2-(4-methylphenyl)ethoxy]aniline (V) (yield, 90.3%).

1. temperatureunder reflux
2. temperatureAfter heating
3. temperatureunder reflux for an additional 2 hours
4. temperaturethe reaction mixture was cooled
5. extractionextracted with ether
6. washThe ether layer was washed with water
7. dry with materialdried over anhydrous potassium carbonate
8. concentrationconcentrated
9. distillationdistilled