HCID 58542057, compound → HCID 58541981, compound
Reaction equation
[CH:1]([C:4]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH2:15][OH:16])[O:6][N:5]=1)([CH3:3])[CH3:2]>C(Cl)Cl.O=[Mn]=O>[CH:1]([C:4]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH:15]=[O:16])[O:6][N:5]=1)([CH3:3])[CH3:2]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of [2-(3-isopropyl-1,2,4-oxadiazol-5-yl)-phenyl]methanol (373 mg, 1.71 mmol) in CH2Cl2 (5.0 mL) is added MnO2 (300 mg, 3.45 mmol). The reaction mixture is stirred at room temperature for 48 hours and is filtered through diatomaceous earth. The filtrate is concentrated under reduced pressure and the residue is purified by silica gel flash column chromatography with 30% EtOAc in heptanes as the eluent to afford 2-(3-isopropyl-1,2,4-oxadiazol-5-yl)-benzaldehyde (139 mg, 37%).