4895-57-2Relevant academic research and scientific papers
A STUDY OF REACTIONS BETWEEN CARBOETHOXYMETHYLENETRIPHENYLPHOSPHORANE AND ALKYL DIBROMIDES
Araya-Maturana, Ramiro,Castaneda, Fernando
, p. 165 - 172 (2007/10/02)
Carboethoxymethylenetriphenylphosphorane 1-reacts with 1,4-dibromobutane and 1,5-dibromopentane under transylidation conditions in refluxing anhydrous benzene affording the cyclization products, 1-carboethoxycyclopentyl and 1-carboethoxycyclohexyltriphenylphosphonium bromides, 6, which by alkaline hydrolysis produce the corresponding cycloalkylcarboxylic acids and esters.Phosphorane 1 and its phosphonium salt 5 formed in the transylidation step also lead to 3-carboethoxy-3-triphenylphosphoranyliden-2-oxopropanetriphenylphosphonium bromide (9) as a secondary reaction product.Key words: Phosphoranes; transylidation; alkylation; cycloalkyltriphenylphosphonium salst; cycloalkylcarboxylic acids.
