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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1978210Generated: October 29, 2026

Water → HCID 10219472, compound

https://huagongshe.com/reaction/1978210

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAcetonitrileHCID 6342—
ReactantCyclohexeneHCID 8079—
ReactantAmmonium cerium-nitrateHCID 57418452—
ProductHCID 10219472HCID 10219472—

Reaction Steps

Briguet, C. Freppel, J.-C. Richer and M. Zador (Can. J. Chem. 1974, 52, 3201) describe a process for the oxidation of cyclohexene with cerium ammonium nitrate in acetonitrile which contains 1% of water, and they obtain acetamido-2-cyclohexene. Here, the use of stoichiometric amounts of cerium ammonium nitrate stands in the way of industrial use. Y. Leblanc, R. Zamboni, M. A. Bernstein (J. Org. Chem. 1991, 56, 1971) describe an ene reaction of cyclohexene with bis-(2,2,2-trichloroethyl) azodicarboxylate at 155° C. which, after work-up, affords a yield of 70% of the desired tetrahydroaniline derivative.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06235925B1
Source datasetuspto-grants-2001_05
ORD IDord-b5ad40be6c1e45f2a6f28b4871c6208b
Source noteuspto-grants-2001_05