Water → HCID 14289420, compound

Participants

Reaction Conditions

Reaction Steps

N-benzoyl-O-phenylisourea (0.8 g) was dissolved in ethanol (40 ml), and t-butylhypochlorite (0.36 g) was added at 0° to 5° C. After one hour, 2 molar aqueous sodium hydroxide (2 ml) was added and the mixture was stirred for 2 hours at ambient temperature (20° C.). The reaction mixture was poured into an equal volume of water and extracted with dichloromethane (100 ml). The separated organic layer was evaporated under reduced pressure and the residue was purified by chromatography over silica gel using dichloromethane as eluant to give 3-phenoxy-5-phenyl-1,2,4-oxadiazole (0.4 g, 57%), m.p. 62° C.

Provenance & Evidence