反应详情

To a solution of N-(2-aminophenyl)-N-ethoxycarbonyl-N',N'-dimethylethylenediamine (1.60 g) in methanol (20 ml) and dichloromethane (30 ml) were added calcium carbonate (1.29 g) and benzyltrimethylammonium tribromide (5.05 g), and the reaction mixture was stirred at room temperature for 24 hours. The insoluble matter was filtered off and the solvent was distilled off under reduced pressure. To the residue were added 5% aqueous sodium hydrogen sulfite solution and 1N aqueous sodium hydroxide solution to make the solution alkaline and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by silica gel chromatography (eluent: chloroform:methanol=30:1) to give 0.87 g of N-(2-amino-3,5-dibromophenyl)-N-ethoxycarbonyl-N',N'-dimethylethylenediamine.

1. filtrationThe insoluble matter was filtered off
2. distillationthe solvent was distilled off under reduced pressure
3. additionTo the residue were added 5% aqueous sodium hydrogen sulfite solution and 1N aqueous sodium hydroxide solution
4. extractionextracted with ethyl acetate
5. washThe organic layer was washed with saturated aqueous sodium chloride solution
6. dry with materialdried over anhydrous sodium sulfate
7. distillationThe solvent was distilled off under reduced pressure
8. customthe residue was purified by silica gel chromatography (eluent: chloroform:methanol=30:1)