反应详情

4-(N-(2-methoxybenzyl)sulfamoyl)phenyl acetate (example 5-42a) (50 mg, 0.15 mmol) was dissolved in acetone (1.0 mL) followed by the addition of cesium carbonate (97 mg, 0.30 mmol) and methyl 4-(bromomethyl)benzoate (38 mg, 0.17 mmol). The mixture was stirred at room temperature overnight and then the inorganic salts were filtered off. Acetone was removed in vacuo and the residue was re-dissolved in ethyl acetate and washed with water followed by brine. The organic layer was dried over magnesium sulfate and concentrated. The crude product was purified by column chromatography with ethyl acetate/hexanes as the eluent to afford methyl 4-((4-acetoxy-N-(2-methoxybenzyl)phenylsulfonamido)methyl)benzoate.

1. filtrationthe inorganic salts were filtered off
2. customAcetone was removed in vacuo
3. dissolutionthe residue was re-dissolved in ethyl acetate
4. washwashed with water
5. dry with materialThe organic layer was dried over magnesium sulfate
6. concentrationconcentrated
7. customThe crude product was purified by column chromatography with ethyl acetate/hexanes as the eluent