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Schotten-Baumann reaction


The Schotten-Baumann-reaction is a method to synthesise amides from amines and acid chlorides:

Sometimes the name for this reaction is also used to indicate the reaction between an acid chloride and a alcohol to form an ester. The reaction was first described in 1883 by German chemists Carl Schotten and Eugen Baumann [1] [2].

Reaction mechanism

In the first step an acid chloride reacts with an amine so that an amide is formed, together with a proton and a chloride ion. Addition of a base is required to absorb this acidic proton, or the reaction will not proceed. Often, a watery solution of a base is slowly added to the reaction mixture.

The name "Schotten-Baumann reaction conditions" is often used to indicate the use of a two-phase solvent system, consisting of water and an organic solvent. The base within the water phase neutralizes the acid, generated in the reaction, while the starting materials and product remain in the organic phase, often dichloromethane or diethylether.


The Schotten-Baumann-reaction (or -reaction conditions)are widely used today in organic chemistry. Examples include:


  1. ^ W Pötsch. Lexikon bedeutender Chemiker (VEB Bibliographisches Institut Leipzig, 1989) (ISBN 3-323-00185)
  2. ^ M B Smith, J March. March's Advanced Organic Chemistry (Wiley, 2001) (ISBN 0-471-58589-0)
  3. ^
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Schotten-Baumann_reaction". A list of authors is available in Wikipedia.
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