反应详情

To a solution of 3-amino-5-nitro-benzoic acid (65 g, 357 mmol, 1 equiv) in MeOH (650 ml) at 0° C. was added SOCl2 dropwise (39 ml, 536 mmol, 1.5 equiv). The resulting solution was allowed to warm to room temperature and stirred for 16 h. A further portion of SOCl2 (10 ml, 137 mmol, 0.4 equiv) was added dropwise and the solution was stirred at room temperature for 5 h, at 50° C. for 2 h and then cooled to room temperature and concentrated in vacuo. The residue was dissolved in AcOEt and the organic phase washed with saturated aqueous NaHCO3 solution, dried over MgSO4 and concentrated in vacuo. The solid residue was triturated with AcOEt/iso-hexane to give 3-amino-5-nitro-benzoic acid methyl ester (D1) (55 g, 78%) as a pale yellow solid.

1. stirringthe solution was stirred at room temperature for 5 h, at 50° C. for 2 h
2. temperaturecooled to room temperature
3. concentrationconcentrated in vacuo
4. dissolutionThe residue was dissolved in AcOEt
5. washthe organic phase washed with saturated aqueous NaHCO3 solution
6. dry with materialdried over MgSO4
7. concentrationconcentrated in vacuo
8. customThe solid residue was triturated with AcOEt/iso-hexane