Reaction of Organolithium Reagents using Vapourtec E-Series system
This application note illustrates the use of the Vapourtec E-Series system to run organometallic reagents such as n-Butyl lithium under continuous flow conditions.
Continuous flow chemistry offers easy access to scaling reactions from mg to kg, and many successful examples have been well documented. The Vapourtec E-Series system is a new flow chemistry system that offers simplicity and robustness to the range of available flow chemistry apparatus. The unique pumping system allows reliable and smooth pumping across a wide range of flow rates and is capable of pumping strong acids, light suspensions and organometallic reagents as this study demonstrates.
The pumping system also allows consecutive immiscible solvents to be pumped offering a distinct advantage to commonly used methods. The self-priming mechanism allows this system to be up and running in a matter of minutes.
Organolithium reagents are generally prepared by the metal-halogen exchange between an organic halide compound (usually an iodide or bromide) and an organolithium species. This method is often used to prepare vinyl- aryl- and primary alkyllithium reagents. They are highly reactive nucleophiles and react with almost all types of electrophiles. They are comparable to Grignard reagents, but are much more reactive. Due to this reactivity they are incompatible with water and oxygen and must be handled under an inert atmosphere such as nitrogen.
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