HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Chloroanisole → 1,1'-Biphenyl, 4,4'-dimethoxy-
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Chloroanisole | HCID 12167 | — |
| Edukt | Cesium fluoride | HCID 25953 | — |
| Edukt | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 1,1'-Biphenyl, 4,4'-dimethoxy- | HCID 16484 | 99,4% |
Reaktionsschritte
The general procedure from Example 12 was followed using 4-chloroanisole (143 mg, 1.0 mmol) and 4-MeOC6H4B(OH)2 (228 mg, 1.5 mmol) with Pd2(dba)3 (13.3 mg, 0.0145 mmol) and (Me3C)2PH(O) from Experiment 2 (9.6 mg, 0.058 mmol) and CsF (456 mg, 3.0 mmol) in 3.0 mL of 1,4-dioxane. After 24 h, the reaction mixture was chromatographed with 5% ethyl acetate/hexane to give 213 mg (99% yield) of 4-(4-methoxyphenyl)anisole. It was >95% pure by 1H NMR and GC/MS. 1H NMR (500 MHz, CDCl3): δ 7.38 (d, J=8.68 Hz, 4H), 6.86 (d, J=8.68 Hz, 4H), 3.74 (s, 6H) ppm. 13C NMR (125 MHz, CDCl3): δ 158.7, 133.5, 127.7, 114.2, 55.3 ppm.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06291722B1 |
| Quelldatensatz | uspto-grants-2001_09 |
| ORD ID | ord-2b630913f8b54ba7ba443c0af3129416 |
| Quellennotiz | uspto-grants-2001_09 |