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HRID 456235Erstellt: 25. Oktober 2026

Potassium Carbonate → (2'-Formyl-6-methoxy-4'-trifluoromethyl-biphenyl-3-yl)-acetic acid methyl ester

https://huagongshe.com/reaction/456235

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt2-Bromo-5-(trifluoromethyl)benzaldehydeHCID 7018047—
EduktMethyl 2-(4-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)phenyl)acetateHCID 57576289—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt(2'-Formyl-6-methoxy-4'-trifluoromethyl-biphenyl-3-yl)-acetic acid methyl esterHCID 86633167—

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

2-Bromo-5-trifluoromethyl-benzaldehyde (4.152 g, 16.4 mmol), [4-methoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid methyl ester (4.988 g, 16.41 mmol), and potassium carbonate (5.67 g, 41.03 mmol) were combined in DME (40 mL) and H2O (20 mL) under N2. The mixture was purged with N2, and then tetrakis(triphenylphosphine)palladium(0) (1.9 g, 1.64 mmol) was added, and the reaction was heated to 90° C. for 10 hours. Once no starting material was seen by analytical LCMS, the mixture was cooled to room temperature and diluted with CH2Cl2 and H2O. The aqueous layer was separated and extracted with CH2Cl2, and the combined organic layers were dried over MgSO4, filtered, and concentrated. The residue was purified by silica gel chromatography (0-100% EtOAc in hexanes) to give the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08497381B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-b090a18425a143bca5844a1ad6ee0c36
Quellennotizuspto-grants-2013_07