HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4,4'-Dimethoxydiphenylamine → 4-Methoxy-N,N-bis(4-methoxyphenyl)benzenamine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4,4'-Dimethoxydiphenylamine | HCID 7571 | — |
| Edukt | 4-Bromoanisole | HCID 7730 | — |
| Edukt | Tris(1,1-dimethylethyl)phosphine | HCID 83681 | — |
| Katalysator | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 4-Methoxy-N,N-bis(4-methoxyphenyl)benzenamine | HCID 9862546 | 96% |
Reaktionsschritte
The above general procedure was followed using 4-bromoanisole (187 mg, 1.00 mmol) and di(4-methoxyphenyl)amine (229 mg, 1.00 mmol) with 1 mol % Pd(dba)2 and 0.8 mol % tri-t-butylphosphine in 1.5 mL of toluene. After one hour, the reaction mixture was adsorbed onto silica gel and chromatographed with 5% ethyl acetate/hexanes to give 321 mg (96%) of tri(4-methoxyphenyl)amine as a white solid. 1H NMR (500 MHz, C6D6) δ 7.08 (d, J=10 Hz, 6 H), 6.73 (d, J=10 Hz, 6H), 3.31 (s, 9H). 13C NMR (125 MHz, C6D6) δ 155.7, 142.6, 125.3, 115.0, 55.0.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06100398 |
| Quelldatensatz | uspto-grants-2000_08 |
| ORD ID | ord-8d0201c872a44139bea824b8d7168e6a |
| Quellennotiz | uspto-grants-2000_08 |