SiliaBond Carbonate amide synthesis workup with microwave
The use of functionalized silica allows to greatly simplify not only organic synthesis but also purification. In some cases, it permits to reduce the work up to a simple filtration and evaporation of the solvent. With the advent of microwave synthesizers, reaction times have been tremendously reduced from hours and days to only minutes. These facts made it obvious that both technologies, SiliaBond silicas and microwave synthesizers, could be combined to prepare pure products in small scale, and this, in only minutes.
As we are developing more products and applications for amide synthesis, it became clear that SiliaBond Carbonate could play a key role in further simplifying the work up in amide coupling reactions. This is the reason why we worked on and presented a poster studying this subject at the 229th National ACS Meeting in San Diego.
This poster presented different examples and results
on the use of SiliaBond Carbonate in the synthesis of amides using other SiliaBond
reagents. We investigated its efficiency as a scavenger of various coupling
reagents namely 1-hydroxybenzotriazole (HOBt), pentafluorophenol, 4-nitrophenol,
1-hydroxy-7-azabenzotriazole (HOAt), and N-hydroxysuccinimide (HOSu) and compared
it with 3 suppliers of polymer-supported carbonate. We also looked at the
yields and purities of different amide syntheses using SiliaBond Carbodiimide
and Carbonate. In these reactions, the only work up consisted in a filtration
and evaporation of the solvent. Lastly, we looked at the ability of SiliaBond
Carbonate to neutralize amine salts of various compositions. Here is a glimpse
of the results obtained:
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