Dichloromethane → 2-Acetoxy-4-((1-(methylsulfonyl)piperidin-4-yl)oxy)benzoic acid

Participants

Reaction Steps

Under ice-cooling, pyridine (0.12 mL) and acetic anhydride (0.065 mL) were sequentially added to a methylene chloride (1.8 mL) suspension of the obtained 2-hydroxy-4-((1-(methylsulfonyl)piperidin-4-yl)oxy)benzoic acid (0.18 g), followed by stirring at room temperature for 1 hour. Under ice-cooling, pyridine (0.023 mL) and acetic anhydride (0.016 mL) were sequentially added to the reaction mixture, followed by stirring at room temperature for 2 hours. The solvent was evaporated under reduced pressure, and 1 mol/L hydrochloric acid and ethyl acetate were added to the residue. The organic layer was separated, washed with 1 mol/L hydrochloric acid, water, and a saturated aqueous solution of sodium chloride sequentially, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. Diisopropyl ether was added to the obtained residue, and the solid substance was collected by filtration to obtain 0.18 g of 2-acetoxy-4-((1-(methylsulfonyl)piperidin-4-yl)oxy)benzoic acid as a white solid.

Provenance & Evidence