168907-74-2

Upstream product

• 4559-96-0 1-(4-bromophenyl)-4-chlorobutan-1-one 
• 168907-68-4 2-(4-bromophenyl)-2-(3-iodopropyl)-1,3-dioxolane 
• 168907-66-2 4'-bromo-4-iodobutyrophenone 
• 168907-70-8 2-{3-[2-(4-Bromo-phenyl)-[1,3]dioxolan-2-yl]-propyl}-1-methyl-1H-imidazole 

Relevant academic research and scientific papers

Synthesis of Aryl 3-(2-Imidazolyl)propyl Ketones.

The approach to the title compounds was via lithiation-substitution of N-methyl or N-(triphenylmethyl)imidazole by some iodo ketals. 4-Chloro-4'-halobutyrophenones (halo = F, Cl, Br) were converted by sodium iodide to the corresponding aliphatic iodides which were subsequently ketalized with ethylene glycol to provide the corresponding iodo ketals.Lithiation of either 1-methyl- or 1-(triphenylmethyl)imidazole with n-butyllithium generated the corresponding 2-lithioimidazoles, in situ, which were then reacted with these iodo ketals to form the corresponding C-2 substitute d imidazoles.Dilute aqueous acid hydrolysis released the ketone from the ketal.For N-triphenylmethyl protected imidazoles, the triphenylmethyl group was also hydrolyzed to give triphenylmethanol and 3-(2-imidazolyl)propyl 4-haloaryl ketones.These N-unsubstituted imidazolyl ketones can be alkylated independently with triphenylmethyl chloride to form the corresponding N-triphenylmethyl imidazole derivatives.