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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 341127Erstellt: 25. Oktober 2026

Sodium Carbonate → 1,3-Bis(1,1-dimethylethyl) 2-(4'-cyano-5,2'-dimethyl[1,1'-biphenyl]-3-yl)propanedioate

https://huagongshe.com/reaction/341127

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt1,4-DioxaneHCID 31275—
Edukt(4-Cyano-2-methyl-phenyl)boronic acidHCID 16218401—
Edukt1,3-Bis(1,1-dimethylethyl) 2-(3-iodo-5-methylphenyl)propanedioateHCID 68282179—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelWaterHCID 962—
Produkt1,3-Bis(1,1-dimethylethyl) 2-(4'-cyano-5,2'-dimethyl[1,1'-biphenyl]-3-yl)propanedioateHCID 68282431—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A mixture of 1,3-bis(1,1-dimethylethyl) 2-(3-iodo-5-methylphenyl)propanedioate (the product of Step A, 320 mg, 0.74 mmol), 4-cyano-2-methylphenylboronic acid (178 mg, 1.11 mmol), sodium carbonate (78 mg, 0.74 mmol), bis(triphenylphosphine)palladium(II) dichloride (52 mg, 0.074 mmol), dioxane (5 mL), and water (1 mL) was heated to 80° C. and stirred for 20 minutes. The reaction mixture was then cooled to room temperature, and filtered through a plug of silica gel eluting with 20% ethyl acetate in hexanes. Concentration of the eluant under reduced pressure provided a brown oil (430 mg) containing the crude product, which was used in the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08895738B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-190c29f2a4be487bbcc6f201817819a7
Quellennotizuspto-grants-2014_11