|Named after||William Henry Perkin|
|Reaction type||Condensation reaction|
|RSC ontology ID|
| (what is this?) (verify)
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.
The above mechanism is not universally accepted, as several other versions exist, including decarboxylation without acetic group transfer.
- Perkin, W. H.; J. Chem. Soc. 1868, 21, 53, 181–186.
- Perkin, W. H.; J. Chem. Soc. 1877, 31, 660–674.
- Dippy, J. F. J.; Evans, R. M. (1950). "The nature of the catalyst in the Perkin condensation". J. Org. Chem. 15 (3): 451–456. doi:10.1021/jo01149a001.
- Johnson, J. R.; Org. React. 1942, 1, 210. (Review)
- House, H. O. Modern Synthetic Reactions (W. A. Benjamin, Menlo Park, California, 2nd ed, 1972) pp 660–663.
- Rosen, T.; Comp. Org. Syn. 1991, 2, 395–408. (Review)
- Bansal, Raj K. Organic Reaction Mechanisms, Tata McGraw Hill, 3rd Edition , 1998, pp. 199–201.