m-Chloroperbenzoic acid → HCID 86649770, compound

Participants

Reaction Steps

To a solution of 0.37 g of N-[4-[5-[3,5-bis(trifluoromethyl)phenyl]-5-trifluoromethyl-4,5-dihydroisoxazole-3-yl]-2-chlorophenyl]methyl-2,2-bis(ethylthio) acetamide (compound of the present invention No. 1-215) in 5 mL of dichloromethane, 0.098 g of 3-chloroperbenzoic acid (75%) was added while stirring the solution at room temperature and the resultant reaction mixture was stirred at the same temperature for 1 hour. After the completion of the reaction, 5 mL of a saturated sodium hydrogen sulfite aqueous solution was added to the reaction mixture and the resultant mixture was extracted with dichloromethane (5 mL×2). The organic phase was washed with water and then dehydrated and dried over saturated saline and anhydrous magnesium sulfate in this order and the solvent was distilled off under reduced pressure. The resultant residue was purified by preparative medium pressure liquid chromatography eluting with ethyl acetate-hexane (a gradient from 1:1 to 1:5) using a medium pressure preparative apparatus (trade name: YFLC-Wprep; manufactured by Yamazen Corporation) to obtain 0.282 g of the objective substance as a colorless resinoid.

Provenance & Evidence