تفاعل #480764

معادلة التفاعل

4-Amino-2-chlorobenzonitrile

Sodium hydride

2-methoxyethanol

→

4-cyano-3-(2-methoxyethoxy)aniline

المردود 40.0%

المذيبات

water

NMP

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةto cool
2. 2
   استخلاصextracted with ethyl acetate (3×50 ml)
3. 3
   تجفيفThe combined extracts were dried (MgSO4)
4. 4
   أخرىthe solvent removed by evaporation
5. 5
   أخرىThe residue was purified by chromatography
6. 6
   غسيلeluting
7. 7
   درجة الحرارةwith increasingly polar mixtures of methylene chloride/ethyl acetate

الإجراء التجريبي

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.

المصدر