Monday, May 16, 2016

Arndt–Eistert synthesis - wiki

The Arndt–Eistert synthesis is a series of chemical reactions designed to convert a carboxylic acid to a higher carboxylic acid homologue (i.e. contains one additional carbon atom) and is considered ahomologation process. Named for the German chemists Fritz Arndt (1885–1969) and Bernd Eistert (1902–1978), Arndt–Eistert synthesis is a popular method of producing β-amino acids from α-amino acidsAcid chlorides react with diazomethane to give diazoketones. In the presence of a nucleophile (water) and a metal catalyst (Ag2O), diazoketones will form the desired acid homologue.
Overview of the Arndt–Eistert reaction
In the Newman–Beal modification, addition of triethylamine to the diazomethane solution will avoid the formation of α-chloromethylketone side-products.

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