HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Stannane, tributyl-1-cyclohexen-1-yl- → 5-(cyclohex-1-en-1-yl)-3-[2-(N,N-dimethylamino)ethyl]-1-benzoylindole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Stannane, tributyl-1-cyclohexen-1-yl- | HCID 11783615 | — |
| Edukt | 5-bromo-3-[2-(N,N-dimethylamino)ethyl]-1-benzoylindole | HCID 19600443 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 5-(cyclohex-1-en-1-yl)-3-[2-(N,N-dimethylamino)ethyl]-1-benzoylindole | HCID 19600457 | 28% |
Reaktionsschritte
A solution of 5-bromo-3-[2-(N,N-dimethylamino)ethyl]-1-benzoylindole (Example 5a, 109.8 mg 0.30 mmol), 1-tributylstannylcyclohex-1-ene (111 mg, 0.30 mmol) and tetrakistriphenyphosphine palladium (80 mg, 0.07 mmol) in toluene (2 mL) was stirred at 100-110° C. overnight. After removal of the solvent in vacuo, flash chromatography on silica gel (2-10% 2M methanolic ammonia in dichloromethane) yielded 5-(cyclohex-1-en-1-yl)-3-[2-(N,N-dimethylamino)ethyl]-1-benzoylindole (31 mg, 28%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05998438 |
| Quelldatensatz | uspto-grants-1999_12 |
| ORD ID | ord-a44e558b88754715ac12449588523e9c |
| Quellennotiz | uspto-grants-1999_12 |