Organic reaction developed by William Henry Perkin
The Perkin reaction is an organic reaction developed by English chemist William Henry Perkin that is used to make cinnamic acids . It gives an α,β-unsaturated aromatic acid or α-substituted β-aryl acrylic acid by the aldol condensation of an aromatic aldehyde and an acid anhydride , in the presence of an alkali salt of the acid.[ 1] [ 2] The alkali salt acts as a base catalyst , and other bases can be used instead.[ 3]
The Perkin reaction
Several reviews have been written.[ 4] [ 5] [ 6]
^ Perkin, W. H. (1868). "On the artificial production of coumarin and formation of its homologues" . Journal of the Chemical Society . 21 : 53–61. doi :10.1039/js8682100053 .
^ Perkin, W. H. (1877). "On some hydrocarbons obtained from the homologues of cinnamic acid; and on anethol and its homologues" . Journal of the Chemical Society . 32 : 660–674. doi :10.1039/js8773200660 .
^ 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. (1942). "The Perkin Reaction and Related Reactions". Org. React . 1 : 210–265. doi :10.1002/0471264180.or001.08 . ISBN 0471264180 .
^ House, H. O. (1972) Modern Synthetic Reactions , W. A. Benjamin, Menlo Park, California, 2nd ed, pp. 660–663
^ Rosen, T. (1991). "The Perkin Reaction". Compr. Org. Synth . 2 : 395–408. doi :10.1016/B978-0-08-052349-1.00034-2 . ISBN 978-0-08-052349-1 .