HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2043293Erstellt: 25. Oktober 2026
Potassium Iodide → 4-[5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-benzoimidazol-1-ylmethyl]-benzoic acid ethyl ester
https://huagongshe.com/reaction/2043293
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Iodide | HCID 4875 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | Ethyl 4-(bromomethyl)benzoate | HCID 954261 | — |
| Edukt | 5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-1H-indole | HCID 66968833 | — |
| Edukt | dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazole | HCID 66968977 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 4-[5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-benzoimidazol-1-ylmethyl]-benzoic acid ethyl ester | HCID 44430201 | — |
Reaktionsschritte
NaH (60%) 120 mg, 3 mmol) was added into a solution of dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazole. 5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-1H-indole (538 mg, 2 mmol) in DMF (5 ml) at 0° C. The resulting mixture was stirred at 0° C. for half hour. Ethyl 4-(bromomethyl)-benzoate (729.3 mg, 3 mmol) and potassium iodide (498 mg, 3 mmol) were then added to the reaction mixture at 0° C. The reaction temperature was raised to 25° C. and then the reaction mixture was stirred for 18 hours. NH4Cl (aq.) was added and extracted with EtOAc. The organic layer was washed with brine, then dried over anhydrous MgSO4. The solvent was distilled out under reduced pressure. Column chromatography (silica gel, EtOAc/hexanes (0% to 60%) yielded the title compound as an off-white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08586616B2 |
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| Quelldatensatz | uspto-grants-2013_11 |
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| ORD ID | ord-e288c591cd2140dbb1551511797168ce |
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| Quellennotiz | uspto-grants-2013_11 |
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