Blaise reaction

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The Blaise reaction is an organic reaction that forms a β-ketoester from the reaction of zinc metal with a α-bromoester and a nitrile.[1] [2] The final intermediate is a metaloimine, which is hydrolyzed to give the desired β-ketoester.[3]

The Blaise reaction

Bulky aliphatic esters tend to give higher yields. Hannick and Kishi have developed an improved procedure.[4]

[edit] References

  1. ↑  Blaise, E. E.; Compt. Rend. 1901, 132, 478.
  2. ↑  Rinehart, K. L., Jr. Organic Syntheses, Coll. Vol. 4, p.120 (1963); Vol. 35, p.15 (1955). (Article)
  3. ↑  Cason, J.; Rinehart, K. L., Jr.; Thorston, S. D., Jr. J. Org. Chem. 1953, 18, 1594. (DOI:10.1021/jo50017a022)
  4. ↑  Hannick, S. M.; Kishi, Y. J. Org. Chem. 1983, 48, 3833. (DOI:10.1021/jo00169a053)

[edit] See also

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