HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 61754Erstellt: 25. Oktober 2026
1-Propanol → 6,6-Dimethyl-11-oxo-8-vinyl-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile
https://huagongshe.com/reaction/61754
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 1-Propanol | HCID 1031 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Potassium vinyltrifluoroborate | HCID 23679353 | — |
| Edukt | Trifluoro-methanesulfonic acid 3-cyano-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazol-8-yl ester | HCID 86663817 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 6,6-Dimethyl-11-oxo-8-vinyl-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile | HCID 66834054 | 80% |
Reaktionsschritte
Under nitrogen atmosphere, trifluoro-methanesulfonic acid 3-cyano-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazol-8-yl ester (Compound B1, 1.00 g, 2.302 mmol) was added with n-propanol (20 mL), potassium vinyltrifluoroborate (854 mg, 3.0 eq.), dichloro-((bis-diphenylphosphino)ferrocenyl)palladium (217 mg, 0.1 eq.) and triethylamine (1.11 ml, 3.0 eq.) in order and the resultant was stirred at 60° C. for 4 hr. Upon the completion of the reaction, water was added to the reaction solution. The resulting precipitates were filtered and washed with distilled water, and the residues were dried to obtain the title compound (666 mg, 80%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US09440922B2 |
|---|
| Quelldatensatz | uspto-grants-2016_09 |
|---|
| ORD ID | ord-27637dfe19f8455bb26f5e4928000c58 |
|---|
| Quellennotiz | uspto-grants-2016_09 |
|---|