Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Oct-2-ene | HCID 8126 | — |
| Reactant | Tetralin | HCID 8404 | — |
| Reactant | N-Hydroxyphthalimide | HCID 10665 | — |
| Reactant | 2-Methyl-3-pentyloxirane | HCID 102957 | — |
| Reactant | cis-2-Octene | HCID 5356796 | — |
| Catalyst | Cobalt diacetate | HCID 6277 | — |
| Catalyst | Molybdenum carbonyl (Mo(CO)6) | HCID 98885 | — |
| Solvent | Benzonitrile | HCID 7505 | — |
| Product | 1,2,3,4-Tetrahydro-1-naphthalenol | HCID 10723 | 34% |
| Product | 1-Tetralone | HCID 10724 | 46% |
Reaction Steps
A mixture of 4 mmol of cis-2-octene, 20 mmol of tetralin, 0.4 mmol of N-hydroxyphthalimide, 0.2 mmol of molybdenum hexacarbonyl, 0.004 mmol of cobalt (II) acetate, 200 mg of Molecular Sieve 4A, and 2 ml of benzonitrile was stirred at 50° C. under an oxygen atmosphere (1 atm) for 14 hours. Gas chromatographic analysis of products in a reaction mixture revealed that 2-octene was converted, at a rate of 83%, into 2,3-epoxyoctane (cis/trans=98.5/1.5) in yield of 72%, and that tetralin was converted, at a rate of 35%, into α-tetralol (yield: 34%) and α-tetralone (yield: 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06229023B1 |
|---|
| Source dataset | uspto-grants-2001_05 |
|---|
| ORD ID | ord-fe12c25a1fc04716950c0f2b37e7c761 |
|---|
| Source note | uspto-grants-2001_05 |
|---|
