反应详情

温度

100 °C

Sodium hydride (300 mg of an 80% suspension in mineral oil, 10 mmol) was added to 2-methoxyethanol (0.76 g, 10 mmol) in NMP (5 ml) and the mixture stirred for 15 minutes. 4-Amino-2-chlorobenzonitrile (1.5 g, 10 mmol) was added and the mixture heated at 100° C. for 5 hours. The mixture was allowed to cool, diluted with water and extracted with ethyl acetate (3×50 ml). The combined extracts were dried (MgSO4) and the solvent removed by evaporation. The residue was purified by chromatography eluting with increasingly polar mixtures of methylene chloride/ethyl acetate to give 4-cyano-3-(2-methoxyethoxy)aniline (760 mg, 40%) as a dark yellow oil.

1. temperatureto cool
2. extractionextracted with ethyl acetate (3×50 ml)
3. dry with materialThe combined extracts were dried (MgSO4)
4. customthe solvent removed by evaporation
5. customThe residue was purified by chromatography
6. washeluting
7. temperaturewith increasingly polar mixtures of methylene chloride/ethyl acetate