反应详情

4-[2-(4-Methylphenyl)ethoxy]nitrobenzene (VI) (5.14 g, 0.02 mole) and sodium sulfide nonahydrate (9.6 g, 0.04 mole) were added to a mixture of 95% aqueous ethanol (50 ml) and 29% aqueous ammonia (50 ml), followed by heating under reflux for 20 hours. Sulfur deposited was filtered while hot, and the filtrate was cooled, extracted with ether and treated in the same manner as in Example 17 to obtain 4.3 g of 4-[2-(4-methylphenyl)ethoxy]aniline (V) (yield, 95%).

1. temperatureby heating
2. temperatureunder reflux for 20 hours
3. filtrationSulfur deposited was filtered while hot, and the filtrate
4. temperaturewas cooled
5. extractionextracted with ether
6. additiontreated in the same manner as in Example 17