反应详情

To an ice-cooled solution of 2-(2,6-dimethylphenyl)thio-5-methyl-1,3,4-oxadiazole (0.350 g, 0.0016 mol) in CH2Cl2 (10 ml) was added dropwise m-CPBA (0.530 g, 0.002 mol, 65% pure) in CH2Cl2 (5 ml). The ice bath was removed and the reaction mixture was stirred at rt for 2 h and treated with sat. aq. Na2S2O3 (2.5 ml) solution and sat. aq. Na2CO3 (10 ml). The organic layer was separated and then the aqueous layer was extracted with CH2Cl2 (2×25 ml), dried (MgSO4) and the solvent evaporated in vacuo. Chromatography on silica gel using ethyl acetate/hexanes (1/1) as the eluant gave 2-(2,6-dimethylphenyl)sulfinyl-5-methyl-1,3,4-oxadiazole (78) (0.125 g, 23%) as a white solid; mp 79°-80° C.

1. customThe ice bath was removed
2. additiontreated with sat. aq. Na2S2O3 (2.5 ml) solution and sat. aq. Na2CO3 (10 ml)
3. customThe organic layer was separated
4. extractionthe aqueous layer was extracted with CH2Cl2 (2×25 ml)
5. dry with materialdried (MgSO4)
6. customthe solvent evaporated in vacuo