HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
p-Toluenesulfonic acid → 1-(4-Bromophenyl)-2,3-dimethyl-5-[4-(methylsulfonyl)phenyl]-1H-pyrrole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | p-Toluenesulfonic acid | HCID 6101 | — |
| Edukt | 4-Bromoaniline | HCID 7807 | — |
| Edukt | 1-[4-(Methylsulfonyl)phenyl]-3-methylpentane-1,4-dione | HCID 21862839 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 1-(4-Bromophenyl)-2,3-dimethyl-5-[4-(methylsulfonyl)phenyl]-1H-pyrrole | HCID 22316768 | 67% |
Reaktionsschritte
A mixture of 1-[4-(methylsulfonyl)phenyl]-3-methylpentane-1,4-dione (110 mg, 0.41 mmol), 4-bromoaniline (71 mg, 0.41 mmol), and p-toluenesulfonic acid (10 mg) in toluene (3 mL) was heated at reflux temperature using Dean-Stark apparatus. After cooling down, volatiles were removed by evaporation. The residue was purified by flash chromatography on silica gel eluting with ethyl acetate/hexane (1/3) to give the subtitle compound (110 mg, 67% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06608095B2 |
| Quelldatensatz | uspto-grants-2003_08 |
| ORD ID | ord-4dc966da452d468ea77bc6e9e13e0e00 |
| Quellennotiz | uspto-grants-2003_08 |