Bouveault aldehyde synthesis
The Bouveault aldehyde synthesis is a one-pot chemical reaction that converts a primary alkyl halide to an aldehyde one carbon longer.[1][2]
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 .
See also
References
- ^ Bouveault, L. (1904). Bull. Soc. Chim. Fr. 31: 1306.
{{cite journal}}: Missing or empty|title=(help) - ^ Bouveault, L. (1904). Bull. Soc. Chim. Fr. 31: 1322.
{{cite journal}}: Missing or empty|title=(help)
- Smith, L. I.; Nichols, J. (1941). "The Synthesis of Aldehydes from Grignard Reagents. II. Polymethylbenzaldehydes". J. Org. Chem. 6: 489. doi:10.1021/jo01204a003.
{{cite journal}}: CS1 maint: multiple names: authors list (link) - Sice, Jean (1953). "Preparation and Reactions of 2-Methoxythiophene". J. Am. Chem. Soc. 75: 3697. doi:10.1021/ja01111a027.
- Jones, E. R. H. (1958). "210. Researches on acetylenic compounds. Part LX. The synthesis of three natural polyacetylenic hydrocarbons". J. Chem. Soc.: 1054. doi:10.1039/jr9580001054.