HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium hydride → [1-(12-Bromododecyl)-2-methyl-1H-indol-4-yloxy]-acetic acid benzyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 1,1-Dibromododecane | HCID 11324906 | — |
| Edukt | (2-Methyl-1H-indol-4-yloxy)-acetic acid benzyl ester | HCID 58765424 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | [1-(12-Bromododecyl)-2-methyl-1H-indol-4-yloxy]-acetic acid benzyl ester | HCID 86612915 | — |
Reaktionsschritte
To a suspension of sodium hydride (60% in mineral oil, 0.093 g, 6.45 mmole) in DMF (10 mL), (2-methyl-1H-indol-4-yloxy)-acetic acid benzyl ester (2) (0.845 g, 2.3 mmole) was added. The mixture was stirred at room temperature for 1 h. To the mixture, dibromododecane (0.765 g, 2.3 mmole) was added and the reaction mixture was stirred at room temperature for 18 h. The reaction was diluted with ethyl acetate and washed with water. The organic layer was separated, dried with sodium sulphate and concentrated. The residue was purified by column chromatography (10:1, hexane: EtOAc) to afford intermediate 3. Yield: 0.708 g, 45%.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07666898B2 |
| Quelldatensatz | uspto-grants-2010_02 |
| ORD ID | ord-e4ca5912b9f34cb28c09fa906118453e |
| Quellennotiz | uspto-grants-2010_02 |