반응 #480836

반응 방정식

Sodium hydride

4-(3-hydroxypropyl)morpholine

3-Chloro-4-cyanoaniline

→

4-cyano-3-(3-morpholinopropoxy)aniline

수율 26.0%

용매

NMP

반응 조건

후처리

1. 1
   온도to cool
2. 2
   기타was partitioned between ethyl acetate and water
3. 3
   기타The organic layer was separated
4. 4
   세척washed with water
5. 5
   건조brine and dried (MgSO4)
6. 6
   기타The solvent was removed by evaporation
7. 7
   기타the residue was purified by column chromatography
8. 8
   세척eluting with ethyl acetate

실험 절차

Sodium hydride (2.0 g of an 85% dispersion in mineral oil, 60 mmol) was added to 4-(3-hydroxypropyl)morpholine (4.8 g, 30 mmol), (Tet. Lett. 1994, 35, 1715), in NMP (50 ml) and the mixture was stirred for 15 minutes. 3-Chloro-4-cyanoaniline (4.8 g, 30 mmol) was added and the mixture was heated at 145° C. for 6 hours. The mixture was allowed to cool and was partitioned between ethyl acetate and water. The organic layer was separated, washed with water and then brine and dried (MgSO4). The solvent was removed by evaporation and the residue was purified by column chromatography eluting with ethyl acetate and then methylene chloride/methanol (9/1) to give 4-cyano-3-(3-morpholinopropoxy)aniline (2.0 g, 26%) as a yellow gum.

출처