Blaise reaction

Blaise reaction
Named after Edmond E. Blaise
Reaction type Coupling reaction
Identifiers
Organic Chemistry Portal blaise-reaction
RSC ontology ID RXNO:0000237

The Blaise reaction is an organic reaction that forms a β-ketoester from the reaction of zinc metal with an α-bromoester and a nitrile.[1][2][3] The reaction was first reported by Edmond Blaise (1872–1939) in 1901. The final intermediate is a metaloimine, which is then hydrolyzed to give the desired β-ketoester.[4]

Bulky aliphatic esters tend to give higher yields. Steven Hannick and Yoshito Kishi have developed an improved procedure.[5]

It has been noted[6][7] that free hydroxyl groups can be tolerated in the course of this reaction, which is surprising for reactions of organometallic halides.

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