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Fischer oxazole synthesis : ウィキペディア英語版
Fischer oxazole synthesis
The Fischer oxazole synthesis is a chemical synthesis of an oxazole from a cyanohydrin and an aldehyde in the presence of anhydrous hydrochloric acid.〔Wiley, R. H. The Chemistry of Oxazoles. ''Chem. Rev.'' 1945, ''37'', 401. ()〕 This method was discovered by Hermann Emil Fischer in 1896.〔Fischer, E. ''Ber.'' 1896, ''29'', 205.〕 The cyanohydrin itself is derived from a separate aldehyde. The reactants of the oxazole synthesis itself, the cyanohydrin of an aldehyde and the other aldehyde itself, are usually present in equimolar amounts.〔Li, J. J. ''Fischer Oxazole Synthesis. In Name Reactions: A Collection of Detailed Mechanisms and Synthetic Applications'', 4th ed.; Springer-Verlag Berlin Heidelberg: New York, 2003, 229-230. (Review). (())〕 Both reactants usually have an aromatic group, which appear at specific positions on the resulting heterocycle.
A more specific example of Fischer oxazole synthesis involves reacting mandelic acid nitrile with benzaldehyde to give 2,5-diphenyl-oxazole.〔Maklad, N. ''Name Reactions in Heterocyclic Chemistry II''; Li, J.J.; Wiley & Sons; Hoboken, NJ, 2011, 225-232. (())〕
==History==
Fischer developed the Fischer oxazole synthesis during his time at Berlin University. The Fischer oxazole synthesis was one of the first synthesis developed to produce 2,5-disubstituted oxazoles.〔

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