Lumière–Barbier method
The Lumière–Barbier method is a method of acetylating aromatic amines in aqueous solutions.[1] An example of this is the acetylation of aniline.
First aniline is dissolved in water using one equivalent of hydrochloric acid:
![](../I/m/lossy-page1-507px-Chem1.tif.jpg)
Then 1.2 equivalents of acetic anhydride is added followed by 1.2 equivalents of aqueous sodium acetate solution. Aniline attacks acetic anhydride followed by deprotonation of the ammonium ion:
![](../I/m/Chem2.png)
Acetate then acts as a leaving group:
![](../I/m/Chem3.png)
The acetanilide product is insoluble in water and can therefore be filtered off as crystals.
See also
References
- ↑ Clayden; Greeves; Warren (2001). Organic chemistry. Oxford university press. p. 188. ISBN 978-0-19-850346-0.
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