Wenker synthesis
| Wenker synthesis | |
|---|---|
| Named after | Henry Wenker |
| Reaction type | Ring forming reaction |
| Identifiers | |
| Organic Chemistry Portal | wenker-synthesis |
The Wenker synthesis is an
amino alcohol to an aziridine with the help of sulfuric acid. It is used industrially for the synthesis of aziridine itself.[1]
The original Wenker synthesis of aziridine itself takes place in two steps. In the first step
displace the sulfate group. A modification of this reaction involving lower reaction temperatures (140–180 °C) and therefore reduced charring increases the yield of the intermediate.[2]
The Wenker synthesis protocol using trans-2-aminocyclooctanol, available from reaction of ammonia with the epoxide of cyclooctene, gives a mixture of cyclooctenimine (the Wenker aziridine product) and cyclooctanone (a competing Hofmann elimination product).[3]
![9-Azabicyclo[6.1.0]nonane synthesis](/File:WenkerSynthApplic.png)
Further reading
- Wenker, Henry (1935). "The Preparation of Ethylene Imine from Monoethanolamine". .
References
- ISBN 978-3527306732.
- .
- .