反応 #45799

反応方程式

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

→

compound

収率 88.0%

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

収率 88.0%

溶媒

acetic acid

反応条件

後処理

1. 1
   温度After cooling to room temperature
2. 2
   その他the insoluble matter was separated by filtration
3. 3
   洗浄with washing with ethyl acetate
4. 4
   その他The organic layer of the filtrate was evaporated under reduced pressure
5. 5
   洗浄The organic layer was washed with saturated brine
6. 6
   乾燥dried over anhydrous sodium sulfate
7. 7
   その他The solvent was evaporated away
8. 8
   その他the resulting residue was purified by middle-pressure liquid chromatography (eluent, hexane:ethyl acetate=4:1)

実験手順

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.

出典