反应详情

To a stirred solution of tert-butyl 4-hydroxy-3-methoxybenzylcarbamate (22.44 g, 88.59 mmol) in acetonitrile (250 mL) was added potassium carbonate (30.61 g, 221.5 mmol) and 5-(chloromethyl)-2-methoxypyridine hydrochloride (18.33 g, 94.46 mmol). The resulting mixture was heated to reflux and stirred. After 23 h, the light green suspension was allowed to cool to room temperature and was diluted with water (600 mL), resulting in the formation of a precipitate. The solids were isolated by filtration and washed with water. The moist solids were dissolved in dichloromethane (300 mL), and a small amount of water separated and was removed. The organic phase was dried over magnesium sulfate, filtered, and concentrated to provide 31.92 g (96%) of tert-butyl 3-methoxy-4-((6-methoxypyridin-3-yl)methoxy)benzylcarbamate as an off-white solid.

1. temperatureThe resulting mixture was heated
2. temperatureto reflux
3. customresulting in the formation of a precipitate
4. customThe solids were isolated by filtration
5. washwashed with water
6. dissolutionThe moist solids were dissolved in dichloromethane (300 mL)
7. customa small amount of water separated
8. customwas removed
9. dry with materialThe organic phase was dried over magnesium sulfate
10. filtrationfiltered
11. concentrationconcentrated