反应详情

While stirring a solution of N-{[6-bromo-1-(4-methoxybenzyl)-2-oxo-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-4-yl]methyl}-4-fluorobenzamide (13.0 g, 22.9 mmol) in acetonitrile (50 mL), an aqueous solution (25 mL) of cerium ammonium nitrate (37.7 g, 68.7 mmol) was added dropwise thereto at room temperature. The reaction solution was stirred at room temperature for 4 hours. Sodium pyrosulfite was added to the reaction solution, and the solution was stirred for 30 minutes and then diluted with ethyl acetate, and the organic layer was separated. The organic layer was washed sequentially with water and saturated brine and then dried over magnesium sulfate. After the drying agent was removed by filtration, the solvent was evaporated under reduced pressure. The resulting residue was crystallized from ethyl acetate-heptane, whereby the objective compound (6.7 g of primary crystal, 2.5 g of secondary crystal, 9.2 g in total, 90%) was obtained as a white solid.

1. customat room temperature
2. stirringthe solution was stirred for 30 minutes
3. customthe organic layer was separated
4. washThe organic layer was washed sequentially with water and saturated brine
5. dry with materialdried over magnesium sulfate
6. customAfter the drying agent was removed by filtration
7. customthe solvent was evaporated under reduced pressure
8. customThe resulting residue was crystallized from ethyl acetate-heptane, whereby the objective compound (6.7 g of primary crystal, 2.5 g of secondary crystal, 9.2 g in total, 90%)
9. customwas obtained as a white solid