HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Alpha-Methylstyrene → Cyclohexanone, 2-methyl-5-(1-methylethyl)-
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Alpha-Methylstyrene | HCID 7407 | — |
| Edukt | 1-Octene | HCID 8125 | — |
| Edukt | 2-Norbornene | HCID 10352 | — |
| Edukt | (+)-Dihydrocarvone | HCID 22227 | — |
| Edukt | (+)-Limonene | HCID 440917 | — |
| Edukt | Cyclooctene | HCID 638079 | — |
| Produkt | Cyclohexanone, 2-methyl-5-(1-methylethyl)- | HCID 10362 | 99% |
Reaktionsschritte
The yields of the hydrogenated products were determined by gas chromatography (GC). Hydrogenation of terminal alkenes such as 1-octene and α-methylstyrene proceeded readily within 24 hours at room temperature with excellent yields (see Table 1, entries 5-7). Internal alkenes trans-2-octene, cis-cyclooctene, and norbornylene were also hydrogenated at room temperature (see Table 1, entries 8-10). Hydrogenation of (R)-(+)-limonene occurred selectively at the terminal position; the internal tri-substituted C═C bond was not hydrogenated (see Table 1, entry 11). At room temperature, hydrogenation of (+)-dihydrocarvone occurred only at the C═C bond, affording 5-isopropyl-2-methylcyclohexanone in 99% yield (see Table 1, entry 12).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09434666B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-5e4b59e8695143c4b21027c6bce40a35 |
| Quellennotiz | uspto-grants-2016_09 |