Chemical Sciences: A Manual for CSIR-UGC National Eligibility Test for Lectureship and JRF/Named Reactions/Hofmann-Loffor-Freytage 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.[1][2]
An example is the synthesis of n-butylpyrrolidine:[3]
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.
References
[edit | edit source]- ↑ doi:10.1002/cber.188301601120
- ↑ doi:10.1002/cber.19090420377
- ↑ Organic Syntheses, Coll. Vol. 3, p.159 (1955); Vol. 25, p.14 (1945). http://www.orgsynth.org/orgsyn/pdfs/CV3P0159.pdf