Bouveault aldehyde synthesis: Difference between revisions
wikademia>Niteowlneils m fmt |
m fixed links |
||
| Line 7: | Line 7: | ||
==References== | ==References== | ||
* Smith, L. I.; Nichols, J. | * Smith, L. I.; Nichols, J. ''[[J. Org. Chem.]]'' '''1941''', ''6'', 489. | ||
* Sicé, J. | * Sicé, J. ''[[J. Am. Chem. Soc.]]'' '''1953''', ''75'', 3697. | ||
* Jones, E. R. H. ''et al.'' | * Jones, E. R. H. ''et al.'' ''J. Chem. Soc.'' '''1958''', 1054. | ||
==See also== | ==See also== | ||
*[[Bodroux-Chichibabin aldehyde synthesis]] | *[[Bodroux-Chichibabin aldehyde synthesis]] | ||
{{reaction-stub}} | {{reaction-stub}} | ||
[[Category:Organic reactions]] | [[Category:Organic reactions]] | ||
Revision as of 23:37, 20 November 2005
The Bouveault aldehyde synthesis is a one-pot chemical reaction that converts a primary alkyl halide to an aldehyde one carbon longer.
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.
References
- 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.