Bouveault aldehyde synthesis
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The Bouveault aldehyde synthesis is a one-pot chemical reaction that converts a primary alkyl halide to an aldehyde one carbon longer.
[edit] Reaction mechanism
The first step of the Bouveault aldehyde synthesis is the formation of the Grignard reagent. Upon addition of a N,N-disubstituted formamide (such as DMF) a hemiaminal is formed, which can easily be hydrolyzed into the desired aldehyde.
[edit] References
- ↑ Bouveault, L. Bull. Soc. Chim. France 1904, 31, 1306 & 1322.
- Smith, L. I.; Nichols, J. J. Org. Chem. 1941, 6, 489.
- Sicé, J. J. Am. Chem. Soc. 1953, 75, 3697.
- Jones, E. R. H. et al. J. Chem. Soc. 1958, 1054.
