HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,2-Dibromoethane → 1-(2-Bromoethyl)-2a,3,4,5-tetrahydrobenz[cd]indole-2(1H)-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,2-Dibromoethane | HCID 7839 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 2a,3,4,5-Tetrahydrobenzo[cd]indol-2(1H)-one | HCID 599375 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 1-(2-Bromoethyl)-2a,3,4,5-tetrahydrobenz[cd]indole-2(1H)-one | HCID 22629573 | 34% |
Reaktionsschritte
2a,3,4,5-Tetrahydrobenz[cd]indole-2(1H) -one (3.46 g, 20mmol) was dissolved in anhydrous N,N-dimethylformamide (20 ml). Thereto was added sodium hydride (0.8 g, 20 mmol), and the resulting solution was stirred at room temperature for 1 hour. The reaction solution was mixed with 1,2-dibromoethane (10 ml, 115 mmol) and again stirred for 1 hour. The reaction solution was extracted by adding 100 ml of ethyl acetate and 100 ml of water, and the resulting ethyl acetate layer was separated, washed with water and dried with anhydrous sodium sulfate. Then the compound obtained by the evaporation of the solvent under a reduced pressure was crystallized from a dimethylformamide-water mixture to obtain 1.9 g of the title compound (34% in yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06355642B1 |
| Quelldatensatz | uspto-grants-2002_03 |
| ORD ID | ord-161e0de06b4448e39e039f9cdf33adef |
| Quellennotiz | uspto-grants-2002_03 |