HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → n-[(5s)-3-Phenoxycarbonyloxy-9,10,11-trimethoxy-6,7-dihydro-5h-dibenzo[a,c]cyclohepten-5-yl]acetamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Phenyl chloroformate | HCID 15891 | — |
| Edukt | N-Acetylcolchicinol | HCID 97865 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | n-[(5s)-3-Phenoxycarbonyloxy-9,10,11-trimethoxy-6,7-dihydro-5h-dibenzo[a,c]cyclohepten-5-yl]acetamide | HCID 57245389 | 79% |
Reaktionsschritte
A solution of N-acetyl colchicinol (0.35 g; 0.98 mmol), phenyl chloroformate (145 μl; 1.08 mmol) and triethylamine (150 μl; 1.08 mmol) in dichloromethane (20 ml) was stirred at ambient temperature for 1 hour. The mixture was washed with water and the organic phase evaporated. The residue was purified by flash chromatography, eluting with ethyl acetate/petroleum ether (80/20) to give N-[(5S)-3-phenoxycarbonyloxy-9,10,11-trimethoxy-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-5-yl]acetamide as a foam.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07135502B1 |
| Quelldatensatz | uspto-grants-2006_11 |
| ORD ID | ord-a04e91f8222b40ecae8999e9735ae656 |
| Quellennotiz | uspto-grants-2006_11 |