Jump to content

Forster–Decker method

From Wikipedia, the free encyclopedia
This is an old revision of this page, as edited by WikiAssignmentORGO (talk | contribs) at 04:05, 13 December 2022. The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Overall Reaction

The Forster–Decker Method is a series of chemical reactions that transform a primary amine (1) ultimately to a secondary amine (6).[1][2] The first step is the formation of a Schiff base (3), followed by alkylation, and hydrolysis.

The Forster-Decker method
The Forster-Decker method

Mechanism

1. The first step in the Forster-Decker Method is the formation of an imine (Schiff base) from a primary amine. [3]

  • Step A: Nucleophilic attack on the aldehyde by a primary amine
  • Step B: Proton Transfer - creating carbinolamine
  • Step C: Protonation of hydroxyl oxygen of carbinolamine
  • Step D: Formation of iminium ion by losing water molecule
  • Step E: Deprotonation giving imine product

See also

References

  1. ^ Forster, Martin Onslow (1899). "XCI.–Influence of substitution on specific rotation in the bornylamine series". Journal of the Chemical Society, Transactions. 75: 934–935. doi:10.1039/CT8997500934.
  2. ^ Decker, H.; Becker, P. Ann. 1913, 395, 362.
  3. ^ McMurry, John (1988). Organic Chemistry (Second ed.). Brooks/Cole Publishing Company. p. 674-675. ISBN 0-534-07968-7.


Stub icon

This chemical reaction article is a stub. You can help Wikipedia by expanding it.

Retrieved from "https://en.wikipedia.org/w/index.php?title=Forster–Decker_method&oldid=1127146050"