HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1039174Erstellt: 25. Oktober 2026
Sodium Carbonate → 4-[2-(propan-2-yloxy)phenyl]-1H-imidazole
https://huagongshe.com/reaction/1039174
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 2-Isopropoxyphenylboronic acid | HCID 5084099 | — |
| Edukt | HCID 178418934 | HCID 178418934 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 4-[2-(propan-2-yloxy)phenyl]-1H-imidazole | HCID 178458285 | 73% |
Reaktionsschritte
Add tetrakis(triphenylphosphine)palladium(0) (500 mg) to a degassed suspension of 4-bromo-1H-imidazole (5.0 g, 34 mmol) and 2-isopropoxyphenyl boronic acid (9.19 g, 51 mmol) in dioxane (250 mL) and 2 M sodium carbonate solution (10.81 g, 102 mmol) at room temperature under nitrogen and heat the mixture at reflux for 21 hours. Remove the solvent under reduced pressure, dilute the residue with ethyl acetate (500 mL) and filter through a plug of Celite. Dry the filtrate over sodium sulfate, treat with silica gel (20 g) and remove the solvent under reduced pressure. Purify the residue by flash column chromatography on silica gel, eluting with ethyl acetate, to afford crude 4-(2-isopropoxyphenyl)-1H-imidazole (5.01 g, 73%) which is used without further purification in the next step.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08552039B2 |
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| Quelldatensatz | uspto-grants-2013_10 |
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| ORD ID | ord-78d7b18f24e74acaaca5681fb54259db |
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| Quellennotiz | uspto-grants-2013_10 |
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