Author Topic: Solvents For Amide Synthesis  (Read 1626 times)

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Solvents For Amide Synthesis
« on: October 10, 2004, 06:26:00 PM »
Most of the procedures for the "Carbonyldiimidazole" reaction to produce LSD specify DimethylFormamide (DMF) as the solvent to run it in.
A few articles I've run across regarding Peptide Coupling Agents, (for instance

http://www.peptide-and-dna.com/marder.pdf

)
it is suggested that Choloroform or DCM may be better solventsĀ  to carry out the reaction in. The above article says "If the activation is carried out in a solvent of low dielectric constant such as CHCl3 or CH2Cl2, the formation of {the carbodiimide} occurs instaneously...... However, if the activation is carried out in a more Polar solvent such as DMF, no immediate reaction can be detected and a complex mixture..."
My question is, while the article is about Peptide coupling, would this also be applicable to the Lysergic Acid/N,N-Carbonyldiimidazole reaction?
Also, in general, does using solvents of low dielectric constant, like DCM or Choloform, have any potential downside ?