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-Aqueous_protonation_of_aniline.tiff.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
This article is issued from
Wikipedia.
The text is licensed under Creative Commons - Attribution - Sharealike.
Additional terms may apply for the media files.