反应详情

3-Nitroaniline (10 g, 72 mmol)in DMF (100 ml) was added bis(2-chloroethyl) ether (11.7 ml, 100 mmol) and potassium carbonate (27.6 g, 200 mmol). The mixture was heated to reflux for 10 hours. Additional bis(2-chloroethyl) ether (3 ml) was added and reflux was maintained for 18 hours. Addition of bis(2-chloroethyl) ether was repeated and reflux was continued for 4 hours. The solvent was evaporated and the residue partitioned between water and ethyl acetate. The organic phase was dried and evaporated. The residue was extracted with diethyl ether. The extract was concentrated and purified by column chromatography on silica gel with ethyl acetate/petroleum ether (3:7) as the eluent. Yield 3.4 g. Mp 87°-90° C.

1. temperatureThe mixture was heated
2. temperatureto reflux for 10 hours
3. temperaturereflux
4. temperaturewas maintained for 18 hours
5. temperaturereflux
6. customThe solvent was evaporated
7. customthe residue partitioned between water and ethyl acetate
8. customThe organic phase was dried
9. customevaporated
10. extractionThe residue was extracted with diethyl ether
11. concentrationThe extract was concentrated
12. custompurified by column chromatography on silica gel with ethyl acetate/petroleum ether (3:7) as the eluent