반응 #45799

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Methyl 5-bromo-4-fluoro-2-methoxy-3-nitrobenzoate

→

compound

수율 88.0%

Methyl 3-amino-5-bromo-4-fluoro-2-methoxybenzoate

수율 88.0%

용매

acetic acid

반응 조건

후처리

1. 1
   온도After cooling to room temperature
2. 2
   기타the insoluble matter was separated by filtration
3. 3
   세척with washing with ethyl acetate
4. 4
   기타The organic layer of the filtrate was evaporated under reduced pressure
5. 5
   세척The organic layer was washed with saturated brine
6. 6
   건조dried over anhydrous sodium sulfate
7. 7
   기타The solvent was evaporated away
8. 8
   기타the resulting residue was purified by middle-pressure liquid chromatography (eluent, hexane:ethyl acetate=4:1)

실험 절차

Methyl 5-bromo-4-fluoro-2-methoxy-3-nitrobenzoate (I-229) (1.0 g, 3.25 mmol) was dissolved in acetic acid (10 ml), and at room temperature, iron powder (544 mg, 9.74 mmol) was added, followed by stirring at 130° C. for 4 hours. After cooling to room temperature, the insoluble matter was separated by filtration with washing with ethyl acetate. The organic layer of the filtrate was evaporated under reduced pressure, and the resulting residue was fractionated with ethyl acetate and aqueous 1 M sodium hydroxide solution. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated away, and the resulting residue was purified by middle-pressure liquid chromatography (eluent, hexane:ethyl acetate=4:1) to obtain the entitled compound (798 mg, 88%) as a colorless gel substance.

출처