反应详情

To a suspension of 50 g of sodium hydride (55% by weight, washed with n-hexane) in 1000 ml of anhydrous N,N-dimethylformamide, 300 ml of a solution of 193 g of 4-methoxymethoxy-2,3,5-trimethylphenol in anhydrous N,N-dimethylformamide were added dropwise over one hour under ice cooling; the mixture was then stirred at room temperature for 2 hours. To the reaction mixture, 800 ml of a solution of 197 g of 6-chloro-2-methylamino-3-nitropyridine in anhydrous N,N-dimethylformamide were added dropwise over one hour under ice cooling, followed by stirring at room temperature for 2 hours. The solvent was distilled off under reduced pressure. The residue was poured into iced water. To the resulting mixture, ethyl acetate and water were added. The insoluble product was collected by filtration and washed with water and ethanol, whereby 141 g of the title compound were obtained. Separately, the organic layer was separated from the filtrate and the water layer was extracted with ethyl acetate. The organic layer and extract were combined, followed by washing with saturated saline and drying over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the residue was washed with ethanol, whereby 126 g of the title compound were obtained.

1. additionwere added dropwise over one hour under ice cooling
2. stirringby stirring at room temperature for 2 hours
3. distillationThe solvent was distilled off under reduced pressure
4. additionThe residue was poured into iced water
5. additionTo the resulting mixture, ethyl acetate and water were added
6. filtrationThe insoluble product was collected by filtration
7. washwashed with water and ethanol