HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ammonia → 2-(4-Iodophenyl)ethan-1-ol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ammonia | HCID 222 | — |
| Edukt | Ethylenediamine | HCID 3301 | — |
| Edukt | Sodium Iodide | HCID 5238 | — |
| Edukt | 2-(4-Bromophenyl)ethanol | HCID 72851 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 2-(4-Iodophenyl)ethan-1-ol | HCID 3040770 | — |
Reaktionsschritte
0.474 g (2.48 mmol) of copper (I) iodide, 5 g (24.86 mmol 2-(4-bromophenyl)ethanol and 7.45 g (49.73 mmol) of sodium iodide are successively added to a flask under an argon atmosphere. Then 0.438 g (4.97 mmol) of dimethylenediamine and 25 mL dioxane are added and the reaction mixture is refluxed for 14 hours. Then the reaction mixture is combined with 20 mL concentrated ammonia solution at ambient temperature, with 100 mL of water diluted and extracted with dichloromethane. The organic phase is extracted three times with water and dried over sodium sulfate. Yield: 5.4 g (87.5% of theory); C8H9IO (M=248.06); calc.: molecular ion peak (M)+: 248; found: molecular ion peak (M)+: 248; Rf value: 0.6 (silica gel, dichloromethane/ethanol (10:1)).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07592373B2 |
| Quelldatensatz | uspto-grants-2009_09 |
| ORD ID | ord-ba01858f6ae24ea0847813801ff18e2e |
| Quellennotiz | uspto-grants-2009_09 |