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- Reagents: Weak Base (NaOAc, KOAc, CsOAc, Et3N, etc.)
- Reactant: Aromatic Aldehyde, Anhydride of Aliphatic Carboxylic Acid (with at least two α-hydrogens)
- Product: α,β-Unsaturated Carboxylic Acid
- Type of Reaction: Mixed Carbonyl Condensation
- Bond Formation: C=C-CO2H
This reaction requires high temperatures and long reaction times. Microwave irradiation instead of classical heating reduces reaction times; however, note that some studies suggest that NaOAc is not effective when using microwave irradiation and other bases should be considered. Moreover, studies suggest that if sodium acetate is used, it should be anhydrous.
- An Unusual, Mild and Convenient One-Pot Two-Step Access to (E)-Stilbenes from Hydroxy-Substituted Benzaldehydes and Phenylacetic Acids under Microwave Activation: A New Facet of the Classical Perkin Reaction. Tetrahedron 2007, 63 (45), 11070-11077.
- Environmentally Benign and Energy Efficient Methodology for Condensation: An Interesting Facet to the Classical Perkin Reaction. Green Chem. 2011, 13 (8), 2130-2134.
- NaOAc (CAS 127-09-3)
- Acid Work-up