反应详情

To a suspension of 2-bromo-4-nitro-benzoic acid methyl ester [100959-22-6] (350 mg, 1.35 mmol) in MeOH (60 mL) were subsequently added tin powder (1.6 g, 13.5 mmol) and 3N aqueous HCl (27.8 mL, 83 mmol). The mixture was stirred overnight at RT. The liquid phase was decanted from the excess tin and neutralized by adding a saturated aqueous NaHCO3 solution. An equal amount of water by volume was added and the water phase was extracted with EtOAc (3×). The combined organics were dried (Phase Separator) and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (eluent: EtOAc/c-hexane 1:4) to give the title compound as yellow solid. MS (LC/MS): 230 [M+H]+; tR (HPLC conditions b): 2.89 min.

1. customThe liquid phase was decanted from the excess tin
2. additionby adding a saturated aqueous NaHCO3 solution
3. additionAn equal amount of water by volume was added
4. extractionthe water phase was extracted with EtOAc (3×)
5. customThe combined organics were dried (Phase Separator)
6. concentrationconcentrated in vacuo
7. customThe residue was purified by flash column chromatography on silica gel (eluent: EtOAc/c-hexane 1:4)