Müller-Cunradi-Pieroh trial

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The Müller-Cunradi-Pieroh process is a name reaction in organic chemistry that goes back to the German chemists Martin Müller-Cunradie and Kurt Pieroh. The reaction was first published in a patent in 1939. It is an acid-catalyzed synthesis for the production of a 3-alkoxyacetal.

Overview reaction

The Müller-Cunradi-Pieroh process is a Lewis acid catalyzed reaction between an acetal 1 and an enol ether 2 to form the 3-alkoxyacetal 3 .

Overview reaction Müller-Cunradi-Pieroh process

Reaction mechanism

A possible reaction mechanism for the Müller-Cunradi-Pieroh process is described by Zerong Wang as follows:

Proposed reaction mechanism Müller-Cunradi-Pieroh process

The acetal 1 reacts under the action of a Lewis acid z. B. Boron trifluoride etherate (BF 3 OEt 2 ) with the enol ether 2 to form a new CC bond to the 3-alkoxyacetal 3 .

application

The Müller-Cunradi-Pieroh process is used in preparative chemistry for the synthesis of β- alkoxylacteals, aldehydes and ketones .

Individual evidence

  1. Patent US2165962 : Production of alkylidene diethers or ether-esters. Registered on October 22, 1937 , published on July 11, 1939 , applicant: IG Farbenindustrie Aktiengesellschaft, inventor: Martin Mueller-Cunradi, Kurt Pieroh.
  2. a b c d e Zerong Wang: Comprehensive Organic Name Reactions and Reagents, Volume 2 . John Wiley, Hoboken (NJ) 2009, ISBN 978-0-470-28662-3 , pp. 2000-2002 .