반응 #534956

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sodium perborate tetrahydrate

(4-bromo-2,6-difluorophenyl)amine

sodium perborate tetrahydrate

sodium perborate tetrahydrate

Sodium perborate tetrahydrate

→

title compound

5-Bromo-1,3-difluoro-2-nitrobenzene

용매

acetic acid

acetic acid

반응 조건

후처리

1. 1
   온도The reaction was heated at 65° C. over 3 days
2. 2
   workup.WAITThe reaction was then left overnight at 70° C.
3. 3
   온도under reflux and under argon
4. 4
   온도The solution was then cooled to room temperature
5. 5
   workup.ADDITIONpoured onto ice
6. 6
   추출extracted with ethyl acetate (2×)
7. 7
   세척The combined organics were washed with water and brine
8. 8
   건조The organics were dried over MgSO4
9. 9
   여과filtered
10. 10
    기타the organic solvent was removed under reduced pressure
11. 11
    기타to afford the crude product which
12. 12
    기타was purified by silica chromatography (ethyl acetate-4% n-hexane 96%)

실험 절차

To a suspension of sodium perborate tetrahydrate (1.78 mmol, 0.27 g) in 10 ml of acetic acid stirred at 65° C. was added a solution of (4-bromo-2,6-difluorophenyl)amine (1.78 mmol, 0.42 g, 1 eq.) in 5 ml of acetic acid over one hour dropwise. The reaction was heated at 65° C. over 3 days. Sodium perborate tetrahydrate (2 eq., 3.56 mmol, 0.54 g) was added again. After 3 hours, sodium perborate tetrahydrate (1 eq., 1.78 mmol, 0.27 g) was added again. Additional sodium perborate tetrahydrate (3 eq., 5.34 mmol, 0.81 g) was again added. The reaction was then left overnight at 70° C. under reflux and under argon. The solution was then cooled to room temperature and poured onto ice and extracted with ethyl acetate (2×). The combined organics were washed with water and brine. The organics were dried over MgSO4, filtered and the organic solvent was removed under reduced pressure to afford the crude product which was purified by silica chromatography (ethyl acetate-4% n-hexane 96%) to afford the title compound, 0.29 g, 68%.

출처