Hydrochloric Acid → 2-Hydroxy-4-((1-(methylsulfonyl)piperidin-4-yl)oxy)benzoic acid

Participants

Reaction Steps

A 2 mol/L aqueous solution of sodium hydroxide (0.87 mL) was added to a solution mixture of the obtained methyl 2-hydroxy-4-((1-(methylsulfonyl)piperidin-4-yl)oxy)benzoate (0.19 g) in dioxane (0.95 mL) and methanol (0.95 mL), followed by stirring at room temperature for 3 hours. A 2 mol/L aqueous solution of sodium hydroxide (0.58 mL) was added to the reaction mixture, followed by heating to reflux for 1 hour and 30 minutes. The reaction mixture was cooled to room temperature, and then water was added thereto. After adjusting the pH to 3 with 6 mol/L hydrochloric acid, ethyl acetate was added thereto. The organic layer was separated, washed with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to obtain 0.18 g of 2-hydroxy-4-((1-(methylsulfonyl)piperidin-4-yl)oxy)benzoic acid as a white solid.

Provenance & Evidence