Hydrogen Peroxide → 3-(3-(4-(1,1,1,3,3,3-Hexafluoro-2-hydroxypropan-2-yl)-2-propylphenoxy)benzyl)-5-methyl-5-(6-(methylsulfonyl)pyridin-3-yl)imidazolidine-2,4-dione

Participants

Reaction Steps

To a solution of 3-(3-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-propylphenoxy)benzyl)-5-methyl-5-(6-(methylthio)pyridin-3-yl)imidazolidine-2,4-dione (10 mg, 0.0159 mmol) in methanol (640 μL), tantalum chloride (0.6 mg, 0.00159 mmol) and 30% hydrogen peroxide solution (71 μL, 0.07967 mmol) were added under ice-cold conditions and the resultant mixture was stirred under ice-cold conditions for 1 hour and then stirred at room temperature for 2 hours. The reaction solution was added with water and extracted with ethyl acetate. The organic layer was washed with brine, dried using anhydrous sodium sulfate, and concentrated in vacuo. The obtained residue was purified using silica-gel column chromatography (ethyl acetate) and the title compound (11.3 mg, yield >99%) was obtained as a yellow oil.

Provenance & Evidence