Water → HCID 58026162, compound

Participants

Reaction Steps

1,1,1-Trifluoro-4-methyl-4-(2-methylsulfanylphenyl)pentan-2-one (21.0 g, 60.8 mmol) was dissolved in 240 mL of acetonitrile. 80 mL of water was added followed by sodium metaperiodate (44.9 g, 210 mmol) and ruthenium (III) chloride (0.622 g, 3.0 mmol). The resulting reaction was stirred for 18 hours. The reaction mixture was diluted with 500 mL of diethyl ether (Et2O) and the layers were mixed and separated. The aqueous was washed with 500 mL of diethyl ether and the organics were combined, dried over sodium sulfate (Na2SO4), decanted, and concentrated in vacuo to a thick orange oil. The crude material was separated by flash column chromatography with 0-35% EtOAc/hexanes as the eluent. 1,1,1-Trifluoro-4-(2-methanesulfonylphenyl)-4-methylpentan-2-one (16.9 g, 90%) was obtained as a colorless oil.

Provenance & Evidence