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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 9665Erstellt: 23. Oktober 2026

Tris(furan-2-yl)phosphane → 2-Fluoro-4-[4-methyl-5-(2-{3-methyl-4-[(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)methoxy]phenyl}ethyl)thien-2-yl]benzonitrile

https://huagongshe.com/de/reaction/9665

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTris(furan-2-yl)phosphaneHCID 521585—
Edukt4-Bromo-2-fluorobenzonitrileHCID 736029—
EduktTributyl[4-methyl-5-(2-{3-methyl-4-[(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)methoxy]phenyl}ethyl)thien-2-yl]stannaneHCID 21986389—
Katalysator1,5-Diphenylpenta-1,4-dien-3-one;palladiumHCID 154270—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-Fluoro-4-[4-methyl-5-(2-{3-methyl-4-[(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)methoxy]phenyl}ethyl)thien-2-yl]benzonitrileHCID 21986300—

Reaktionsschritte

A mixture of tributyl[4-methyl-5-(2-{3-methyl-4-[(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)methoxy]phenyl}ethyl)thien-2-yl]stannane (intermediate 100, 0.037 g) and 2-fluoro-4-bromobenzonitrile (0.011 g) in tetrahydrofuran (2 ml) was treated with palladium bis(dibenzylideneacetone) (0.0035 g) and trifuranyl phosphine (0.0013 g) and the resulting mixture stirred at reflux for 3 hours. The solvent was removed and the residue purified by Biotage® chromatography using a mixture of petroleum ether:ethyl acetate (4:1) as eluent to give the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07091237B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-29ab68ec7fbd4c80a56aeb3f91a16063
Quellennotizuspto-grants-2006_08