反应详情

温度

-5 °C

To a mixture of 1000 ml of 96% ethanol and 94 ml of 98% H2SO4, 117 g (0.55 mol) of 2-bromo-4-isopropylaniline was added over 15 min. with vigorous stirring at −5° C. Then, a solution of 63 g of NaNO2 in 125 ml of water was added at this temperature over 1 h, and the resulting mixture was stirred for about 30 min longer. Then, 12 g of copper powder was added. The reaction mixture was refluxed for 4 h and filtered through a glass frit (G3). The filtrate was poured into 2500 cm3 of cold water. The organic product was extracted with 4×400 ml of dichloromethane. The combined extract was dried over K2CO3 and evaporated to dryness. Fractional distillation gave the title product, b.p. 64-67° C./3 mm Hg. Yield 117.4 g (75%) of yellowish oil.

1. additionwas added over 15 min.
2. stirringthe resulting mixture was stirred for about 30 min longer
3. temperatureThe reaction mixture was refluxed for 4 h
4. filtrationfiltered through a glass frit (G3)
5. additionThe filtrate was poured into 2500 cm3 of cold water
6. extractionThe organic product was extracted with 4×400 ml of dichloromethane
7. extractionThe combined extract
8. dry with materialwas dried over K2CO3
9. customevaporated to dryness
10. distillationFractional distillation