Sommelet reaction
The Sommelet reaction is an organic reaction in which a benzyl halide is converted to an aldehyde by action of hexamine and water.[1][2][3]
The reaction is formally an oxidation of the carbon. In the related Kröhnke aldehyde synthesis,[4][5] the oxidizing reagent is a combination of pyridine and p-nitrosodimethylaniline.
The reaction has proved useful for the preparation of aldehydes from amines and halides. Various types of aromatic, heterocyclic, some aliphatic aldehydes and amines have been prepared.
References
- ^ Marcel Sommelet (1913). "Sur un mode de décomposition des halogénoalcoylates d'hexaméthylène – tétramine". Compt. Rend. 157: 852–854.
{{cite journal}}: Check date values in:|year=(help) - ^ March, Jerry (1985), Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, 3rd edition, New York: Wiley, ISBN 9780471854722, OCLC 642506595
- ^ For an example see: Organic Syntheses, Coll. Vol. 4, p. 918 (1963); Vol. 33, p. 93 (1953). http://www.orgsynth.org/orgsyn/pdfs/CV4P0918.pdf
- ^ Über alpha-Keto-aldonitrone und eine neue Darstellungsweise von alpha-Keto-aldehyden Fritz Kröhnke, Erich Börner Berichte der deutschen chemischen Gesellschaft (A and B Series) Volume 69 Issue 8, Pages 2006–16 1936doi:10.1002/cber.19360690842
- ^ Über Nitrone, II. Mitteil. F. Kröhnke, Berichte der deutschen chemischen Gesellschaft (A and B Series) Volume 71 Issue 12, Pages 2583–93 1938 doi:10.1002/cber.19380711225