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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 10754Erstellt: 24. Oktober 2026

Benzo(B)Thiophene-2-Boronic Acid → 5-Benzo[b]thiophen-2-yl-2,4-dimethoxy-benzaldehyde

https://huagongshe.com/de/reaction/10754

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzo(B)Thiophene-2-Boronic AcidHCID 2359—
EduktTris(1,1-dimethylethyl)phosphineHCID 83681—
EduktPotassium FluorideHCID 522689—
Edukt5-Iodo-2,4-dimethoxybenzaldehydeHCID 14245955—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-Benzo[b]thiophen-2-yl-2,4-dimethoxy-benzaldehydeHCID 16115916—

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

Ex-123A: Potassium fluoride (0.42 g, 7.2 mmol), 5-iodo-2,4-dimethoxy-benzaldehyde (Ex-123, 1.0 g, 3.42 mmol), 2-benzo[b]thiophene boronic acid (0.67 g, 3.77 mmol), degased tetrahydrofuran (10 mL), tris(dibenzylideneacetone)dipalladium (19 mg, 0.02 mmol), and tri-tert-butylphosphine (100 mg, 0.05 mmol) were sequentially charged into a flask equipped with a condenser and nitrogen inlet adapter. The reaction mixture was heated at 60° C. for one hour under nitrogen. HPLC analysis indicated of 100% conversion of 5-iodo-2,4-dimethoxy-benzaldehyde (Ex-123) to the title compound prepared through another route (Ex-3A).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07094801B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-b7422b77623e43858abc2bb907b837a8
Quellennotizuspto-grants-2006_08