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Blaise ketone synthesis

Lianyungang Klinechem Co.,Ltd | Updated: Nov 30, 2018

The Blaise ketone synthesis (named after Edmond Blaise) is the chemical reaction of acid chlorides with organozinc compounds to give ketones.[1] [2]

The reaction also works with organocuprates.[3][4]

Reviews have been written.[5] [6]

Variations

Blaise-Maire reaction

The Blaise-Maire reaction is the Blaise ketone synthesis using β-hydroxy acid chlorides to give β-hydroxyketones, which are converted into α,β-unsaturated ketones using sulfuric acid.[7]

See also

  • Blaise reaction

References

  1. ^ Blaise, E. E.; Koehler, A. (1910). "Synthèse au moyen des dérivés organo-métalliques mixtes du zinc (II)". Bull. Soc. Chim. Paris7: 215–227.

  2. ^ Blaise, E. E. (1911). Bull. Soc. Chim9: 1. 

  3. ^ Posner, G. H.; Whitten, C. E. (1976). "Secondary and Tertiary Alkyl Ketones from Carboxylic Acid Chlorides and Lithium Phenylthio(Alkyl)Cuprate Reagents: tert-Butyl Phenyl Ketone". Organic Syntheses55: 122.Collective Volume6, p. 248

  4. ^ Fujisawa, T.; Sato, T. (1988). "Ketones from Carboxylic Acids and Grignard Reagents: Methyl 6-Oxodecanoate". Organic Syntheses66: 116.Collective Volume8, p. 441

  5. ^ Cason, J. (1947). "The Use of Organocadmium Reagents for the Preparation of Ketones". Chem. Rev. 40 (1): 17. doi:10.1021/cr60125a002. PMID 20287882.

  6. ^ Shirley, D. A. (1954). "The Synthesis of Ketones from Acid Halides and Organometallic Compounds of Magnesium, Zinc, and Cadmium". Org. React8: 29. doi:10.1002/0471264180.or008.02. ISBN 0471264180.

  7. ^ Blaise, E. E.; Maire, M. (1907). Compt. Rend145: 73. 




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