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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 541122Erstellt: 25. Oktober 2026

Toluene → 2'-Chloro-4'-methyl-biphenyl-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/541122

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktPotassium Phosphate, TribasicHCID 62657—
Edukt4-Bromo-3-chlorotolueneHCID 138789—
EduktEthyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoateHCID 2773962—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelWaterHCID 962—
Produkt2'-Chloro-4'-methyl-biphenyl-2-carboxylic acid ethyl esterHCID 59492677126%

Reaktionsbedingungen

Temperatur110 °C

Reaktionsschritte

Under an argon atmosphere, 4-bromo-3-chlorotoluene (200 g), ethyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (376 g), toluene (1000 ml), water (1000 ml), tripotassium phosphate (412 g) and dichlorobis(triphenylphosphine)palladium(II) (14 g) were added to a reaction vessel and the mixture was stirred at 110° C. for 2 hr. The reaction mixture was cooled to room temperature. The insoluble material was filtered off, and washed with water (500 ml) and toluene (500 ml). The filtrate was partitioned in a separatory funnel. The organic layer was washed twice with water (1000 ml), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure to give the title compound (337 g). The obtained residue was directly used for the next reaction without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08871934B2
Quelldatensatzuspto-grants-2014_10
ORD IDord-0d92cfa523014d60b4ddb2db0ade9306
Quellennotizuspto-grants-2014_10