Hofmann-Löffler reaction

The Hofmann-Löffler reaction or Hofmann-Löffler-Freytag Reaction is an organic reaction is which a haloamine is converted to a cyclic amine such as a pyrrolidine with heat and an acid

An example is the synthesis of n-butylpyrrolidine


 * [[Image:Hofmann-Loffler-reaction.png|Hofmann-Löffler reaction]]

The reaction type is a radical substitution. In the first step the halogen atom migrates from nitrogen to a gamma or delta carbon position in a rearrangement reaction.

A conceptually related reaction is the Barton reaction.