반응 #1563946

반응 방정식

H2SO4

1-(5-fluoro-2-hydroxy-3-nitrophenyl) ethanone

→

5-fluoro-3-nitrobenzene-1,2-diol

용매

1,4-Dioxane

반응 조건

후처리

1. 1
   온도maintaining the temperature at 0° C.
2. 2
   workup.ADDITIONafter addition
3. 3
   온도the reaction mixture was warmed to 25° C.
4. 4
   workup.STIRRINGstirred for 16 h
5. 5
   기타Reaction mixture
6. 6
   기타was quenched with cold water, solid
7. 7
   기타separated
8. 8
   여과was collected by filtration
9. 9
   여과filtered
10. 10
    기타to remove insoluble inorganic mass, ether layer
11. 11
    세척was washed with cold water (2 to 3 times)
12. 12
    건조dried over anhydrous sodium sulphate
13. 13
    농축concentrated under reduced pressure
14. 14
    기타to afford the crude sticky solid
15. 15
    기타The crude solid was triturated over n-Hexane
16. 16
    여과filtered

실험 절차

H2SO4 (50 mL) was added to a solution of H3BO3 (89.3 g, 1.4 mol) in 1,4-Dioxane (300 mL) at 0° C. and stirred at 28° C. for 1 h. 1-(5-fluoro-2-hydroxy-3-nitrophenyl) ethanone (50 g, 289 mmol) was added portion wise to the above solution over 1 h, maintaining the temperature at 0° C., after addition was complete, the reaction mixture was warmed to 25° C. and stirred for 16 h. Reaction mixture was quenched with cold water, solid separated was collected by filtration. The solid was suspended in diethyl ether (500 mL) and filtered to remove insoluble inorganic mass, ether layer was washed with cold water (2 to 3 times) followed by brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford the crude sticky solid. The crude solid was triturated over n-Hexane and filtered to afford 5-fluoro-3-nitrobenzene-1,2-diol (Int-50) as pale yellow solid. MS (ESI): m/z 171.9 (M−1).

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