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 | — |
| Catalyst | Cobalt diacetate | HCID 6277 | — |
| Catalyst | Molybdenum carbonyl (Mo(CO)6) | HCID 98885 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1,2,3,4-Tetrahydro-1-naphthalenol | HCID 10723 | 7.7% |
| Product | 1-Tetralone | HCID 10724 | 10% |
Reaction Steps
A mixture of 2 mmol of 2-octene (a mixture of cis- and trans-isomers), 10 mmol of tetralin, 0.2 mmol of N-hydroxyphthalimide, 0.1 mmol of molybdenum hexacarbonyl, 0.002 mmol of cobalt (II) acetate, and 2 ml of acetonitrile was stirred at 70° C. under an oxygen atmosphere (1 atm) for 5 hours. Gas chromatographic analysis of products in a reaction mixture revealed that 2-octene was converted, at a rate of 56%, into 2,3-epoxyoctane in yield of 49%. In this connection, tetralin was found to be converted, at a rate of 23%, into α-tetralol (yield: 7.7%) and α-tetralone (yield: 10%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06229023B1 |
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| Source dataset | uspto-grants-2001_05 |
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| ORD ID | ord-490dc1a7afd445de909214a587c26f74 |
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| Source note | uspto-grants-2001_05 |
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