Diethyl Ether → HCID 13576505, compound

Participants

Reaction Steps

A solution of 5.8 g of m-chloroperoxybenzoic acid (85%) in 150 ml of CH2Cl2 was added dropwise at -70° under N2 to a solution of 9.0 g of 3-(4-chlorobenzoyl)-5-phenylthiomethyl-1,2,4-oxadiazole in 200 ml of CH2Cl2. The reaction temperature was maintained below -65° by controlling the rate of addition. After stirring further for 30 minutes, the reaction mixture was poured directly into a separatory funnel containing 300 ml of 10% Na2S2O3 and 600 ml of Et2O. The organics were washed with saturated NaHCO3 and dried over MgSO4. Concentration gave an oil which solidified on standing. Recrystallization from acetone/hexane gave 6.7 g (67%) of needles, m.p. 93°-95°.

Provenance & Evidence