HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Anisole → 1-Methoxy-4-(1-phenyl-cyclohexyl)-benzene
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Anisole | HCID 7519 | — |
| Edukt | 1-Phenylcyclohexene | HCID 13043 | — |
| Edukt | Ethylacetate heptane | HCID 21899848 | — |
| Katalysator | Silver(I) trifluoromethanesulfonate | HCID 76223 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 1-Methoxy-4-(1-phenyl-cyclohexyl)-benzene | HCID 11680559 | — |
Reaktionsschritte
A mixture of AuCl3 (7.6 mg, 0.025 mmol) and AgOTf (19.3 mg, 0.075 mmol) was stirred in dichloromethane (2 mL) for 30 min. Anisole (54 mg, 0.5 mmol) and 1-Phenyl-1-cyclohexene (158 mg, 1 mmol) were then added sequentially. The resulting mixture was stirred at room temperature overnight. Evaporation of the solvent under reduced pressure gave 130 mg of crude material. Flash chromatography (heptane:ethyl acetate 95:5) afforded 90 mg of a as a colorless oil. Rf=0.33 (heptane:ethyl acetate 95:5). 1H-NMR (400 MHz, CDCl3): 7.27-7.25 (m, 4H), 7.19 (d, 2H, J=8.8 Hz), 7.12 (m, 1H), 6.81 (d, 2H, J=8.8 Hz), 3.77 (s, 3H), 2.30-2.20 (m, 4H), 1.62-1.44 (m, 6H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08822548B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-b4376e8c30f546d19dd19bf3ab59a5cc |
| Quellennotiz | uspto-grants-2014_09 |