Mechanism of Strecker Synthesis

Strecker Synthesis



The Strecker Synthesis is a preparation of α-aminonitriles, which are versatile intermediates for the synthesis of amino acids via hydrolysis of the nitrile.

Mechanism of Strecker Synthesis
The reaction is promoted by acid, and HCN must be supplied or generated in situ from cyanide salts - in the latter case, one equivalent of acid is consumed in the reaction.





The first step is probably the condensation of ammonia with the aldehyde to form an imine:




The cyanide adds as a nucleophile to the imine carbon, generating the α-aminonitrile:




This product may optionally be hydrolysed to the corresponding α-aminoacid:



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