反应详情

To a solution of 5-(3-bromo-phenyl)-5-methyl-morpholine-3-thione (5 g, 17.5 mmol) in MeOH/NH3 (110 ml) were added at room temperature t-BuOOH (28 ml, 65%) and NH4OH (47 ml, 25%). The mixture was stirred overnight, quenched with aqueous Na2S2O3 solution, concentrated in vacuo to remove the methanol solution and extracted with EtOAc (3×30 ml). The organic phase was dried with Na2SO4 and concentrated in vacuo to give the crude product, which was purified by preparative HPLC [column: Venusil XBP-C18, 250×21.2 mm, 10 μm; injection volume: 10 ml/injection; mobile phase: CH3CN/H2O=10 to 35% (0.1% formic acid) gradient for 15 min, washed with 95% CH3CN for 4 min, back to 10% balance for 4 min] to give the title compound in the form of a formic acid salt.

1. customquenched with aqueous Na2S2O3 solution
2. concentrationconcentrated in vacuo
3. customto remove the methanol solution
4. extractionextracted with EtOAc (3×30 ml)
5. dry with materialThe organic phase was dried with Na2SO4
6. concentrationconcentrated in vacuo
7. customto give the crude product, which
8. customwas purified by preparative HPLC [column
9. waitmobile phase: CH3CN/H2O=10 to 35% (0.1% formic acid) gradient for 15 min
10. washwashed with 95% CH3CN for 4 min, back to 10% balance for 4 min]