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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2076623Erstellt: 25. Oktober 2026

Water → Methyl (2-chloro-4'-methoxy-1,1'-biphenyl-4-yl)acetate

https://huagongshe.com/reaction/2076623

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium CarbonateHCID 10340—
Edukt(4-Methoxyphenyl)boronic acidHCID 201262—
EduktMethyl 2-[3-chloro-4-(trifluoromethylsulfonyloxy)phenyl]acetateHCID 3564187—
KatalysatorBis[2-(diphenylphosphino)phenyl] etherHCID 4285986—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Lösungsmittel2-Methylphenethyl alcoholHCID 88267—
ProduktMethyl (2-chloro-4'-methoxy-1,1'-biphenyl-4-yl)acetateHCID 8608806266%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

After a 2M aqueous sodium carbonate solution (1.5 ml), tris(dibenzylideneacetone)dipalladium (0) (23 mg, 25 μmol) and bis(2-diphenylphosphinophenyl)ether (DPEphos) (28 mg, 52 μmol) were added to a solution of methyl (3-chloro-4-{[(trifluoromethyl)sulfonyl]oxy}phenyl)acetate (317 mg, 1.0 mmol) obtained in Example (23-1) and 4-methoxyphenylboronic acid (152 mg, 1.0 mmol) in a mixture of toluene-ethanol (5:1, 9 ml), the mixture was stirred at 100° C. for 5 hours under stirring. After the temperature of the reaction mixture was returned to room temperature, the mixture was poured into water and extracted with ethyl acetate (three times). The organic layer was successively washed with water (twice) and a saturated aqueous NaCl solution and dried with anhydrous sodium sulfate. The solvent was removed under reduced pressure to give methyl (2-chloro-4′-methoxy-1,1′-biphenyl-4-yl)acetate as a solid (192 mg, yield: 66%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07923573B2
Quelldatensatzuspto-grants-2011_04
ORD IDord-15a71fa011714093b6096f2c84e039fb
Quellennotizuspto-grants-2011_04