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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2275304Erstellt: 25. Oktober 2026

Iodoethane → 2-(2-Bromo-5-methoxy-phenyl)-2-ethyl-butyric acid

https://huagongshe.com/reaction/2275304

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktIodoethaneHCID 6340—
EduktSodium hydrideHCID 24758—
Edukt15-Crown-5HCID 36336—
EduktMethyl (2-bromo-5-methoxyphenyl)acetateHCID 10658910—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-(2-Bromo-5-methoxy-phenyl)-2-ethyl-butyric acidHCID 66835356—

Reaktionsbedingungen

Temperatur140 °C

Reaktionsschritte

(2-Bromo-5-methoxy-phenyl)-acetic acid methyl ester (3.51 g, 13.5 mmol) was dissolved in DMF (4.5 ml), and added with NaH (2.1 g, 67.7 mmol). Subsequently, 15-crown-5 (1.38 ml, 6.8 mmol) and EtI (5.5 ml, 67.7 mmol) cooled to 0° C. were added to the mixture. The mixture was diluted with ethyl acetate and washed with water and saturated brine. The residues obtained after concentration under reduced pressure were purified by silica gel column (hexane-ethyl acetate). Then, the resultant was dissolved in ethanol (80 ml) and water (80 ml), added with KOH (91 g), and stirred at 140° C. The reaction solution was extracted with ethyl acetate, and washed with water and saturated brine. After concentration under reduced pressure, the target compound was obtained (10.62 g, 78%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09126931B2
Quelldatensatzuspto-grants-2015_09
ORD IDord-515fd476b674485e96f072808d02c3a4
Quellennotizuspto-grants-2015_09