반응 #66119

반응 방정식

p-nitro-phenol

potassium carbonate

1,2-dibromoethane

→

1-(2-bromo-ethoxy)-4-nitro-benzene

수율 70.7%

용매

butanone

반응 조건

후처리

1. 1
   온도was heated
2. 2
   온도at reflux for 18 h
3. 3
   온도The mixture was cooled
4. 4
   여과the inorganic salts filtered
5. 5
   농축the filtrate concentrated under vacuum
6. 6
   기타to give a brown viscous liquid, which
7. 7
   기타was partitioned between dichloromethane and water
8. 8
   기타The organic phase was separated
9. 9
   농축concentrated in vacuo
10. 10
    기타to obtain a residue which
11. 11
    기타was purified by column chromatography

실험 절차

A mixture of p-nitro-phenol (6.0 g, 43.1 mmol), potassium carbonate (14.9 g, 108 mmol) and 1,2-dibromoethane (24.3 g, 129 mmol) in butanone (80 mL) was heated at reflux for 18 h. The mixture was cooled, the inorganic salts filtered and the filtrate concentrated under vacuum to give a brown viscous liquid, which was partitioned between dichloromethane and water. The organic phase was separated and concentrated in vacuo to obtain a residue which was purified by column chromatography using 4% ethyl acetate in petroleum ether as eluent to afford 1-(2-bromo-ethoxy)-4-nitro-benzene (7.5 g, 70%) as a light yellow solid.

출처