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HRID 14457Erstellt: 23. Oktober 2026

2,3-Difluorophenol → 2-(4-Chlorophenyl)-1-(3,4-difluoro-2-hydroxy-phenyl)-ethanone

https://huagongshe.com/de/reaction/14457

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,3-DifluorophenolHCID 80879—
Edukt4-Chlorophenylacetyl chlorideHCID 90692—
EduktAluminum(III) ChlorideHCID 6451240—
Lösungsmittel1,2-DichloroethaneHCID 11—
LösungsmittelWaterHCID 962—
Produkt2-(4-Chlorophenyl)-1-(3,4-difluoro-2-hydroxy-phenyl)-ethanoneHCID 68698513—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

A mixture of aluminium chloride (7.66 g, 57.4 mmol, 1.5 eq.) and (4-chlorophenyl)acetyl chloride (8.7 g, 46 mmol, 1.2 eq.) in 1,2-dichloroethane (75 ml) is stirred at 0° C. for 30 min. A solution of 2,3-difluorophenol (5 g, 38.4 mmol) in 1,2-dichloroethane (25 ml) is added to the reaction mixture, which is heated in an oil bath at 90° C. overnight. The reaction mixture is cooled to room temperature, diluted with water and extracted with ethyl acetate. The organic phase is dried over anhydrous magnesium sulfate, filtered and evaporated to dryness in vacuo to afford a brown solid. This is triturated with hexane/ethyl acetate (9:1), filtered and dried to afford the title compound as a pale brown fine solid which is 87% pure by HPLC analysis.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07732435B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-9bbf5b40766140ed82fefb6b7021adb9
Quellennotizuspto-grants-2010_06