HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzyl Chloride → 1-benzyl-2-nitro-1H-imidazole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzyl Chloride | HCID 7503 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 2-Nitroimidazole | HCID 10701 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 1-benzyl-2-nitro-1H-imidazole | HCID 331120 | 50,4% |
Reaktionsschritte
Benzyl chloride (1.8 mL, 15.4 mmol, 1.2 equiv) was added to a solution of 2-nitroimidazole (1.45 g, 12.8 mmol) and triethylamine (3.6 mL, 25.7 mmol, 2 equiv) in DCM (40 mL). The reaction mixture was stirred at reflux for 72 h, allowed to cool to rt, diluted with DCM, washed with H2O and brine, dried (sodium sulfate), filtered and concentrated. The residue was purified by silica gel column chromatography (Hex/EtOAc, 7:3) to afford 1.31 g of the title compound as a white solid: ES-MS: 204.0 [M+H]+; tR=3.72 min (System 1); TLC: Rf=0.22 (Hex/EtOAc, 7:3).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08674099B2 |
| Quelldatensatz | uspto-grants-2014_03 |
| ORD ID | ord-953eb4a4b2334f2086ff4ab58bcd2f99 |
| Quellennotiz | uspto-grants-2014_03 |