반응 #304322

반응 방정식

sodium perborate tetrahydrate

4-bromo-2,6-difluoroaniline

→

titel compound

5-Bromo-1,3-difluoro-2-nitro-benzene

용매

acetic acid

acetic acid

반응 조건

후처리

1. 1
   workup.STIRRINGAfter stirring at 55° C. for an additional 3 hours
2. 2
   온도to cool to room temperature
3. 3
   여과filtered
4. 4
   workup.ADDITIONThe filtrate was poured into ice
5. 5
   추출extracted twice with ethyl acetate
6. 6
   세척The combined organic extracts were washed successively with 5×100-mL portions of water, brine
7. 7
   건조dried (MgSO4)
8. 8
   농축concentrated in vacuo
9. 9
   기타The resulting residue was purified by column chromatography over silica gel
10. 10
    세척eluted with ethyl acetate:hexanes (1:20)

실험 절차

To a suspension of sodium perborate tetrahydrate (1.04 g, 5 mmol) in acetic acid (20 mL), stirred at 55° C., was added a solution of 4-bromo-2,6-difluoroaniline in acetic acid (10 mL) over 1 hour in a dropwise fashion. After stirring at 55° C. for an additional 3 hours, the solution was allowed to cool to room temperature and filtered. The filtrate was poured into ice, and extracted twice with ethyl acetate. The combined organic extracts were washed successively with 5×100-mL portions of water, brine, dried (MgSO4), and concentrated in vacuo. The resulting residue was purified by column chromatography over silica gel eluted with ethyl acetate:hexanes (1:20) to afford 780 mg of the titel compound as a tan solid. 1H NMR (CDCl3) δ 7.32 (dt, 2H).

출처