Forster–Decker method
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The Forster–Decker method is a series of chemical reactions that have the effect of mono-alkylating a primary amine (1), forming a secondary amine (6).[1][2] The process occurs by way of transient formation of an imine (3) that undergoes the actual alkylation reaction.
Process stages
[edit | edit source]- Conversion of the primary amine to an imine (Schiff base) using an aldehyde.[3]
- Alkylation of the imine using an alkyl halide, forming an iminium ion.[4]
- Hydrolysis of the iminium, releasing the secondary amine and regenerating the aldehyde. [5]
Because the actual alkylation occurs on the imine, over-alkylation is not possible. Therefore, this method does not suffer from side-reactions such as formation of tertiary amines as a simple SN2-type process can.
See also
[edit | edit source]References
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- ^ Decker, H.; Becker, P. Ann. 1913, 395, 362.
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