反应详情

温度

2.5 °C

To a solution of 5-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylthio]-1H-benzimidazole (30 g) in dichloromethane (165 mL) at 0-5° C., under an inert atmosphere, was added meta-chloroperbenzoic acid (0.95 eq) over 10 minutes. The mixture was stirred for 10-15 minutes. To the reaction was added 12% ammonium hydroxide (180 mL). The layers were separated. The organic layer was extracted with 12% ammonium hydroxide (2×180 mL). The combined aqueous layers were washed with toluene (90 mL). To the aqueous layer was added dichloromethane (120 mL) and the mixture was cooled to 0-5° C. The pH was adjusted to pH=8.5-9.5 using 50% aqueous acetic acid. The layers were separated. The aqueous layer was extracted with dichloromethane (2×90 mL). The combined organic layers were washed with brine (30 mL), dried over sodium sulfate, filtered through celite and vacuum distilled to 150 mL to give a solution of 5-methoxy-2-[[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulphinyl]1H-benzimidazole in dichloromethane.

1. customThe layers were separated
2. extractionThe organic layer was extracted with 12% ammonium hydroxide (2×180 mL)
3. washThe combined aqueous layers were washed with toluene (90 mL)
4. additionTo the aqueous layer was added dichloromethane (120 mL)
5. customThe layers were separated
6. extractionThe aqueous layer was extracted with dichloromethane (2×90 mL)
7. washThe combined organic layers were washed with brine (30 mL)
8. dry with materialdried over sodium sulfate
9. filtrationfiltered through celite and vacuum
10. distillationdistilled to 150 mL