Sodium hydride → HCID 131715156, compound

Participants

Reaction Steps

60% sodium hydride in oil dispersion (3 g, 0.075 mole) was added to the benzoxazolone ((d), 18.12 g, 0.063 mole) and α-(2,4-ditert.-pentylphenoxy)-hexanoylchloride (23.23 g, 0.063 mole) in dry refluxing toluene (400 ml) and the resulting solution was refluxed for further 2 hours. Water (100 ml) was added and azeotropically distilled. The organic solution was filtered and evaporated to dryness under vacuum. The oily residue was purified by column chromatography on silica gel using toluene as eluant. The obtained yellow oil was crystallized from methanol (150 ml) to give the acylated benzoxazolone ((e), 28.3 g, 72.5%) as white prisms. The product structure was confirmed by NMR and IR spectra.

Provenance & Evidence