Delépine reaction

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The Delépine reaction (or incorrectly Delepine reaction) is an organic synthesis of primary amines using hexamine.

Mechanism

The benzyl or alkyl halides react with hexamine, each time just alkylating one nitrogen atom, forming a quaternary ammonium salt. The ammonium salt is refluxed in a concentrated solution of ethanol and hydrochloric acid, where the quaternary ammonium salt is converted to the primary amine together with formaldehyde (as the acetal with ethanol) and ammonium chloride.

Projects

  • Prepare aldehydes from organic halides

See also

References

Relevant Sciencemadness threads