Author Topic: Solvents For Amide Synthesis  (Read 20866 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

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 ?