Sodium Carbonate → HCID 22909641, compound

Participants

Reaction Steps

To a solution of 2-(2,6-ditertbutyl-4-hydroxyphenyl)thio-5-(2-pyridyl)-1,3,4-oxadiazole (1.25 g, 0.00325 mol) in CH2Cl2 (30 ml) at rt was added dropwise a solution of mCPBA (1.04 g, 0.0039 mol, 65% pure) in CH2 Cl2 (25 ml) over 30 min. The reaction was stirred at rt for an additional 1.5 h and treated with sat aq. Na2S2O3 (5 ml) and sat. aq. Na2CO3 (20 ml). The organic layer was separated and the aqueous layer was extracted with CH2Cl2 (3×25 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-di-tertbutyl-4-hydroxyphenyl)sulfinyl-5-(2-pyridyl)-1,3,4-oxadiazole (98) as a white solid (0.900 g, 70%); m.p. 172.5°-173.0° C.

Provenance & Evidence