Sodium hydride → HCID 86649766, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 0.0271 g of 55% oily sodium hydride in 2 mL of tetrahydrofuran, a solution of 0.0802 g of 2,2,2-trifluoroethanethiol and 0.20 g of 2-bromo-N-[2-chloro-4-[5-(3,4,5-trichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazole-3-yl]phenyl]methylacetamide in 2 mL of tetrahydrofuran was added while stirring the suspension at 0° C., and the resultant mixture was stirred at room temperature for 10 minutes. After the completion of the reaction, 2 mL of a saturated ammonium chloride aqueous solution was added to the reaction mixture and the resultant mixture was extracted with ethyl acetate (3 mL×2). The organic phase was washed with water and then dehydrated and dried over saturated saline and anhydrous sodium 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 1:9 to 1:3) using a medium pressure preparative apparatus (trade name: YFLC-Wprep; manufactured by Yamazen Corporation) to obtain 0.074 g of the objective substance as a colorless resinoid.

Provenance & Evidence