Sulfuric Acid → 4-(Methylsulfonyl)phenol

Participants

Reaction Steps

R-Baclofen (2.13 g) and water (50 mL) were charged to a vessel at room temperature. Potassium carbonate (1.6 g) was added in one portion and the mixture was stirred at room temperature for 5 minutes. A solution of 2-methyl-1-[4-(methylsulfonyl)phenoxycarbonyloxy]propyl 2-methylpropanoate D6 (3.5 g) in acetonitrile (50 mL) was added. After 6 hours, tert-butyl methyl ether (50 mL) was added and the reaction mixture was cooled to 5-10° C. A 5% aqueous sulfuric acid was added to adjust the pH to approximately 3. The mixture was then warmed to room temperature and stirred for 10 minutes. The organic layer was washed with water (3×20 mL) and evaporated to provide the crude title compound as an orange oil with 4-(methylsulfonyl)phenol impurity.

Provenance & Evidence