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Highly efficient catalytic production of oximes from ketones using in situ–generated H 2 O 2

, Kenji Ueura, , Yukimasa Fukuta, Thomas E. Davies, , , Jizhen Qi, James Singleton, Jennifer. K. Edwards,
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Abstract: The ammoximation of cyclohexanone using preformed hydrogen peroxide (H 2 O 2 ) is currently applied commercially to produce cyclohexanone oxime, an important feedstock in nylon-6 production. We demonstrate that by using supported gold-palladium (AuPd) alloyed nanoparticles in conjunction with a titanium silicate-1 (TS-1) catalyst, H 2 O 2 can be generated in situ as needed, producing cyclohexanone oxime with >95% selectivity, comparable to the current industrial route. The ammoximation of several additional simple ketones is also demonstrated. Our approach eliminates the need to transport and store highly concentrated, stabilized H 2 O 2 , potentially achieving substantial environmental and economic savings. This approach could form the basis of an alternative route to numerous chemical transformations that are currently dependent on a combination of preformed H 2 O 2 and TS-1, while allowing for considerable process intensification.
Keywords: preformed / ammoximation / ketones / sub / producing cyclohexanone oxime

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