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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 18437Erstellt: 23. Oktober 2026

Sodium Carbonate → 4-(3'-Acetyl-biphenyl-4-ylmethoxy)-2-hydroxy-benzoic acid

https://huagongshe.com/de/reaction/18437

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt3-Acetylphenylboronic acidHCID 2734310—
Edukt4-(4-Bromo-benzyloxy)-2-hydroxy-benzoic acidHCID 10041845—
LösungsmittelWaterHCID 962—
LösungsmittelDimethoxymethaneHCID 8020—
Produkt4-(3'-Acetyl-biphenyl-4-ylmethoxy)-2-hydroxy-benzoic acidHCID 10090029—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of 4-(4-bromo-benzyloxy)-2-hydroxy-benzoic acid (196.3 mg; 0.6075 mmol), 3-acetylbenzene boronic acid (99.7 mg; 0.6080 mmol) and Na2CO3 (−4 eq.) was dissolved in dimethoxymethane (4 mL) and H2O (2 mL). The solution was flushed with argon, Cl2Pd(PPh3)2 (˜2.5 mol %) was added and the mixture stirred under an atmosphere of argon at 100° C. for 16 hours. The resulting black solution was filtered (Gelman Acrodisc GHP, Ø25 mm) and slowly added to a cold 1 M HCl (aq.; 15 mL) solution. The precipitate was filtered off and thoroughly washed with water. Drying in vacuo yielded 195 mg (88%) of a greyish, solid compound with satisfactorily purity. Mp. 215-220° C. (decomposes); MS (ESI−): 361 (MH−)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07741352B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-55fd6e29a2c646b2a517a85c518633b8
Quellennotizuspto-grants-2010_06