Beckmann rearrangement
From Academic Kids
In chemistry, the Beckmann rearrangement is an acid-catalyzed rearrangement of an oxime to an amide. The oxime is formed by the reaction of a carbonyl with hydroxylamine.
This example reaction starting with cyclohexanone to the caprolactam is the most important application of the Beckmann rearrangement. The caprolactam is hydrolysed and then polymerized to Nylon.
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References
- Beckmann, E.; Ber. 1886, 19, 988.
- Donaruma, L. G.; Heldt, W. Z.; Org. React. 1960, 11, 1-156.
- Gawley, R. E.; Org. React. 1988, 35, 1-420.
