Phosphorus oxide (P4O10) → 2-tert-Butyl-5-(3-methyl-4-nitrophenyl)-1,3,4-oxadiazole

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Reaction Steps

Phosphorus pentoxide (10 g) is added to a suspension of N′-(2,2-dimethylpropanoyl)-3-methyl-4-nitrobenzhydrazide (5.1 g) in toluene (200 ml). After refluxing for 2 h, the reaction mixture is poured into ice-water and extracted with diethyl ether. The organic phases are combined, dried over magnesium sulphate, evaporated and purified by chromatography on silica (eluent: 2/1 diethyl ether/petroleum ether) to give 2-(1,1-dimethylethyl)-5-(3-methyl-4-nitrophenyl)-1,3,4-oxadiazole.

Provenance & Evidence