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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2225661Erstellt: 26. Oktober 2026

Sodium hydride → 4-[[2-[4-(1,1'-Biphenyl)oxy]ethyl]oxy]-alpha-oxobenzeneacetic acid methyl ester

https://huagongshe.com/reaction/2225661

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
EduktMethanesulfonateHCID 85257—
Edukt2-(4-Phenylphenoxy)ethanolHCID 302963—
EduktBenzeneacetic acid, 4-hydroxy-alpha-oxo-, methyl esterHCID 3084696—
LösungsmittelDimethylformamideHCID 6228—
Produkt4-[[2-[4-(1,1'-Biphenyl)oxy]ethyl]oxy]-alpha-oxobenzeneacetic acid methyl esterHCID 5388133529,7%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

A stirred mixture of 4-hydroxy-alpha-oxobenzeneacetic acid methyl ester (0.724 g) in dimethylformamide (10 mL) under argon was treated with 55% sodium hydride (0.175 g), stirred for 15 minutes and treated with the mesylate of 2-(4-phenylphenoxy)ethanol (1.4 g). The mixture was heated at 60° C. overnight and worked up as in Example 20. The crude dichloromethane extract was purified by HPLC (dichloromethane-hexane; 4:1) and the resulting solids were crystallized from dichloromethane-diethyl ether to provide 0.45 g of 4-[[2-[4-(1,1'-biphenyl)oxy]ethyl]oxy]-alpha-oxobenzeneacetic acid methyl ester as an 0.25 molar hydrate, mp 143°-145° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05344843
Quelldatensatzuspto-grants-1994_09
ORD IDord-69de032075024fbea65339ce33ab9fd2
Quellennotizuspto-grants-1994_09