HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 10219472, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Cyclohexene | HCID 8079 | — |
| Reactant | Ammonium cerium-nitrate | HCID 57418452 | — |
| Product | HCID 10219472 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06235925B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-b5ad40be6c1e45f2a6f28b4871c6208b |
| Source note | uspto-grants-2001_05 |