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. 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.

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

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