Bouveault aldehyde synthesis: Difference between revisions
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==References== | ==References== | ||
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*{{cite journal | author = Smith, L. I.; Nichols, J. | title = The Synthesis of Aldehydes from Grignard Reagents. II. Polymethylbenzaldehydes | journal = [[J. Org. Chem.]] | year = 1941 | volume = 6 | pages = 489 | doi = 10.1021/jo01204a003}} | |||
* {{cite journal | journal = [[J. Am. Chem. Soc.]] | year = 1953 | volume = 75 | pages = 3697}} | |||
* {{cite journal | journal = [[J. Chem. Soc.]] | year = 1958 | pages = 1054}} | |||
==See also== | ==See also== | ||
Revision as of 18:07, 23 February 2009
The Bouveault aldehyde synthesis is a one-pot chemical reaction that converts a primary alkyl halide to an aldehyde one carbon longer.Template:Ref
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. (1941). "The Synthesis of Aldehydes from Grignard Reagents. II. Polymethylbenzaldehydes". J. Org. Chem. 6: 489. doi:.
- J. Am. Chem. Soc. 75: 3697. 1953.
- J. Chem. Soc.: 1054. 1958.