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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1443672Erstellt: 26. Oktober 2026

Sodium Carbonate → 4-[2-(propan-2-yloxy)phenyl]-1H-imidazole

https://huagongshe.com/reaction/1443672

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt2-Isopropoxyphenylboronic acidHCID 5084099—
EduktHCID 178418934HCID 178418934—
KatalysatorHCID 178418397HCID 178418397—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt4-[2-(propan-2-yloxy)phenyl]-1H-imidazoleHCID 17845828573%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07662771B2
Quelldatensatzuspto-grants-2010_02
ORD IDord-0a2a08681c4648a29e03314c7add0221
Quellennotizuspto-grants-2010_02