Addition–elimination reaction
In chemistry, an addition-elimination reaction is a two-stage reaction process of an addition reaction followed by an elimination reaction. This gives an overall effect of substition, and is the mechanism of the common nucleophilic acyl substitution often seen with esters, amides, and related structures.[1]
Another common type of addition–eliminiation is the reversible reaction of amines with carbonyls to form imines in the alkylimino-de-oxo-bisubstitution reaction, and the analogous reaction of interconversion imines with alternate amine reactants.
The hydrolysis of nitriles to carboxylic acids is also a form of addition-elimination.
Take, Metamfepramone. 2-chloropropionyl chloride [7623-09-8] is treated with two molar equivalents of dimethylamine to displace both chlorines. Grignard reaction with PhMgBr results in an addition-elimination reaction completing the synthesis.
References
- ^ Reaction-Map of Organic Chemistry Murov, Steven. J. Chem. Educ. 2007, 84, 1224 Abstract