反应详情

A three-necked round-bottom flask equipped with a Dean-Strak trap and gas inlet line was charged with benzamide (0.2 mole), tetramethylammonium hydroxide dihydrate (0.2 mole) and nitrobenzene (100 mL). The reaction wasstirred for 8 hours at 65° C. with a continuous stream of air sweeping the surface of the reaction. Approximately 5 mL of water and 40 mL of nitrobenzene was collected in the Dean-Stark trap. Another 100 mL ofnitrobenzene was added and the reaction was allowed to stir overnight. A total of 70 mL of nitrobenzene was collected over this time period. The solution was cooled and water was added which caused the immediate precipitation of 4-nitrobenzanilide, i.e., N-(4-nitrophenyl)benzamide. Thesolution was filtered and a dark brown solid was obtained. The solid was washed with hot hexane and air dried to obtain 43.5 g of 4-nitrobenzanilide (90% yield).

1. customA three-necked round-bottom flask equipped with a Dean-Strak trap and gas inlet line
2. customthe surface of the reaction
3. customApproximately 5 mL of water and 40 mL of nitrobenzene was collected in the Dean-Stark trap
4. additionAnother 100 mL ofnitrobenzene was added
5. customA total of 70 mL of nitrobenzene was collected over this time period
6. temperatureThe solution was cooled
7. additionwater was added which
8. customthe immediate precipitation of 4-nitrobenzanilide, i.e., N-(4-nitrophenyl)benzamide
9. filtrationThesolution was filtered
10. customa dark brown solid was obtained
11. washThe solid was washed with hot hexane and air
12. customdried