HCID 13690971, compound → HCID 20230254, compound

Participants

Reaction Steps

To a solution of 5.0 g of 3-(2-chloroethyl)-5-(3-fluoro-4-phenyl-α-methylbenzyl)-1,2,4-oxadiazole in 100 ml of ethanol was added 12.5 ml of 15% aqueous sodium methyl mercaptan. After stirring with reflux for 1 hour, the reaction mixture was concentrated under reduced pressure, diluted with water and extracted with ethyl acetate. The organic phase was washed with water, dried over magnesium sulfate and evaporated. The residue was chromatographed over silica gel using methylene chloride to give 4.78 g of 5-(3-fluoro-4-phenyl-α-methylbenzyl)-3-(2-methylthioethyl)-1,2,4-oxadiazole as a light yellow oil, nD21 1.5860.

Provenance & Evidence