反应详情

温度

60 °C

To a mixed solution of THF (130 mL) and water (65 mL) containing 4-(azidomethyl)-6-bromo-1-(4-methoxybenzyl)-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-2-one (46 g, 98.0 mmol), trimethyl phosphite (23.1 mL, 195 mmol) was added at room temperature, and the reaction solution was stirred overnight at 60° C. After the reaction solution was left to cool, water was added thereto, and the resulting solution was diluted with ethyl acetate and the organic layer was separated. The organic layer was washed with saturated brine and then dried over magnesium sulfate. After the drying agent was removed by filtration, the solvent was evaporated under reduced pressure. To the residue, a 4 N hydrochloric acid-dioxane solution (200 mL) was added, and the mixture was stirred at room temperature for 24 hours. After the solvent was removed under reduced pressure, the residue was diluted with ethyl acetate, which was washed sequentially with a 2 N aqueous sodium hydroxide solution and saturated brine and the organic layer was dried over magnesium sulfate, whereby the objective compound (30.9 g, 71%) was obtained as a white solid.

1. additionwas added at room temperature
2. waitAfter the reaction solution was left
3. temperatureto cool
4. customthe organic layer was separated
5. washThe organic layer was washed with saturated brine
6. dry with materialdried over magnesium sulfate
7. customAfter the drying agent was removed by filtration
8. customthe solvent was evaporated under reduced pressure
9. additionTo the residue, a 4 N hydrochloric acid-dioxane solution (200 mL) was added
10. stirringthe mixture was stirred at room temperature for 24 hours
11. customAfter the solvent was removed under reduced pressure
12. additionthe residue was diluted with ethyl acetate, which
13. washwas washed sequentially with a 2 N aqueous sodium hydroxide solution and saturated brine
14. dry with materialthe organic layer was dried over magnesium sulfate, whereby the objective compound (30.9 g, 71%)
15. customwas obtained as a white solid