Sodium hydride → HCID 10336689, compound

Participants

Reaction Steps

To a stirred mixture of 5 g (0.025 moles) of (Z)-1-phenyl-2-(imidazol-1-yl)ethanone oxime and 20 ml of dimethylformamide, 0.9 g (0.03 moles) of sodium hydride dispersion 80% are added portionwise at room temperature. Upon completion, stirring is continued till hydrogen evolution stops. Then 4.74 ml (0.03 moles) of ethyl 5-bromopentanoate are added dropwise at room temperature and stirring is continued for 6 hours. The reaction mixture is evaporated under vacuum, diluted with water and extracted with chloroform. The organic phase dried over CaCl2 is evaporated to dryness. The residue is purified by column chromatography over silica gel (eluant: chloroform/methanol=97/3). The pure fractions are collected and evaporated, yielding 4.41 g (53%) of ethyl (Z)-5-[1-phenyl-2-(imidazol-1-yl)ethylidene]aminoxypentanoate.

Provenance & Evidence