107323-76-2Relevant academic research and scientific papers
A Short and Efficient Synthesis of 4,5-Disubstituted-1-pentenes
De Camp Schuda, Ann,Mazzocchi, Paul H.,Fritz, Gregory,Morgan, Tina
, p. 309 - 312 (1986)
A one step synthesis of 5-chloro-4-hydroxy-1-pentene (65percent) and 5-bromo-4-hydroxy-1-pentene (81percent) was developed.Treatment of epibromohydrin or epichlorohydrin at -73 deg C with a reagent prepared from vinylmagnesium bromide and a catalytic amount of copper(I) bromide gave the desired products. 5-Bromo-4-hydroxy-1-pentene in was cleanly converted to 4,5-epoxy-1-pentene in 99percent yield by treatment with potassium hydroxide.A number of derivatives of 5-bromo-4-hydroxy-1-pentene are described.
