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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 351292Erstellt: 25. Oktober 2026

Cesium carbonate → Methyl 5'-amino-2'-methyl-1,1'-biphenyl-4-carboxylate

https://huagongshe.com/reaction/351292

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
EduktBenzenamine, 3-bromo-4-methyl-HCID 82187—
Edukt4-Methoxycarbonylphenylboronic acidHCID 2734369—
KatalysatorHCID 178418397HCID 178418397—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
ProduktMethyl 5'-amino-2'-methyl-1,1'-biphenyl-4-carboxylateHCID 2109058351,8%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

3-Bromo-4-methylaniline (744 mg, 4.0 mmol), (4-methoxycarbonylphenyl)boronic acid (864 mg, 4.8 mmol), tetrakis(triphenylphosphine)palladium (100 mg, 0.087 mmol) and caesium carbonate (2.4 g, 7.37 mmol) were mixed in DME (30 ml) and heated at 90° C. for 20 h. The reaction was absorbed onto silica applied to a silica SPE (10 g) and eluted with ethyl acetate/cyclohexane (0–100% ethyl acetate). The solvent was evaporated from the product fractions under vacuum to give methyl 5′-amino-2′-methyl-1,1′-biphenyl-4-carboxylate (500 mg, 43%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07183297B2
Quelldatensatzuspto-grants-2007_02
ORD IDord-4df825536735469b81da6d7adc69bcbc
Quellennotizuspto-grants-2007_02