(1E,4E)-1,5-Bis(2,4-dichlorophenyl)penta-1,4-dien-3-one Oxime

The target (1E,4E)-1,5-bis(2,4-dichlorophenyl)penta-1,4-dien-3-one oxime 4 was prepared in good yield, as a key aza-precursor for the Nazarov cyclization, through a two-step sequence in this study. Initially, the starting divinyl ketone 1a was obtained via a Claisen–Schmidt condensation reaction between 2,4-dichlorobenzaldehyde 3 and acetone in the presence of aqueous 20% NaOH. Subsequently, treating 1a with hydroxylamine hydrochloride under thermal conditions resulted in the expected oxime in excellent yield, and its structure was confirmed by analytic and spectroscopic techniques.