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Perkin reaction

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Named after
  
William Henry Perkin

Reaction type
  
Condensation reaction

Perkin reaction

The Perkin reaction is an organic reaction developed by William Henry Perkin that is used to make cinnamic acids. It gives an α,β-unsaturated aromatic acid by the aldol condensation of an aromatic aldehyde and an acid anhydride, in the presence of an alkali salt of the acid. The alkali salt acts as a base catalyst, and other bases can be used instead.

Contents

Several reviews have been written.

Reaction mechanism

The above mechanism is not universally accepted, as several other versions exist, including decarboxylation without acetic group transfer.

Applications

  • One notable application for the Perkin reaction is in the laboratory synthesis of the phytoestrogenic stilbene resveratrol (c.f. Fo-ti).
  • References

    Perkin reaction Wikipedia