Acetone → HCID 20252656, compound

Participants

Reaction Steps

A solution of 11.4 ml of triethylamine in 30 ml Et2O was added dropwise to a solution consisting of 9.0 g of 3-benzoyl-5-chloromethyl-1,2,4-oxadiazole, 4.2 ml of thiophenol, 20 ml of acetone and 80 ml of Et2O at room temperature. The resulting mixture was stirred for one hour. The reaction mixture was diluted with Et2O, washed with 5% HCl (2×), water (2×) and brine, and dried over MgSO4. Concentration gave 11.5 g of an oil. Purification by high pressure liquid chromatography with 70% CH2Cl2 /hexane as an eluent yielded 10.3 g (84%) of an oil.

Provenance & Evidence