反应详情

6-Fluoro-3-hydroxy-2-nitrobenzoic acid (22 mg, 0.11 mmol) was dissolved in acetic acid (2 mL). Sodium acetate (10 mg, 0.12 mmol) and Br2 (10 μL, 0.19 mmol) was added and the reaction mixture was left at room temperature for 14 h. The temperature was raised to 50 and the reaction was continued for another 4 h. Evaporation gave a residue which was dissolved in water, and after adjustment of the pH the aqueous phase was extracted with EtOAc. Washing of the organic phase with water and evaporation gave a crude product which was purified by flash chromatography on SiO2. Eluation with toluene-EtOAc-HOAc afforded the product (23 mg). 1NMR (CD3OD): δ 8.0 (d, J=8.7, 1 H); MS (EI, 70 eV): m/z (rel. int.) 279/281 (M+, 40/38)

1. temperatureThe temperature was raised to 50
2. waitthe reaction was continued for another 4 h
3. customEvaporation
4. customgave a residue which
5. extractionafter adjustment of the pH the aqueous phase was extracted with EtOAc
6. washWashing of the organic phase with water and evaporation
7. customgave a crude product which
8. customwas purified by flash chromatography on SiO2