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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1445888Erstellt: 26. Oktober 2026

Sodium hydride → [1-(12-Bromododecyl)-2-methyl-1H-indol-4-yloxy]-acetic acid benzyl ester

https://huagongshe.com/reaction/1445888

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt1,1-DibromododecaneHCID 11324906—
Edukt(2-Methyl-1H-indol-4-yloxy)-acetic acid benzyl esterHCID 58765424—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkt[1-(12-Bromododecyl)-2-methyl-1H-indol-4-yloxy]-acetic acid benzyl esterHCID 86612915—

Reaktionsschritte

To a suspension of sodium hydride (60% in mineral oil, 0.093 g, 6.45 mmole) in DMF (10 mL), (2-methyl-1H-indol-4-yloxy)-acetic acid benzyl ester (2) (0.845 g, 2.3 mmole) was added. The mixture was stirred at room temperature for 1 h. To the mixture, dibromododecane (0.765 g, 2.3 mmole) was added and the reaction mixture was stirred at room temperature for 18 h. The reaction was diluted with ethyl acetate and washed with water. The organic layer was separated, dried with sodium sulphate and concentrated. The residue was purified by column chromatography (10:1, hexane: EtOAc) to afford intermediate 3. Yield: 0.708 g, 45%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07666898B2
Quelldatensatzuspto-grants-2010_02
ORD IDord-e4ca5912b9f34cb28c09fa906118453e
Quellennotizuspto-grants-2010_02