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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 635196Erstellt: 23. Oktober 2026

Tributylamine → 2-(2-n-Propoxyphenyl)-8-(1-Hepten-1-yl)Quinazolin-4(3H)-One

https://huagongshe.com/de/reaction/635196

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTributylamineHCID 7622—
Edukt1-HepteneHCID 11610—
EduktTri-o-tolylphosphineHCID 80271—
Edukt2-(2-n-Propoxyphenyl)-8-Iodoquinazolin-4(3H)-OneHCID 135549372—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-(2-n-Propoxyphenyl)-8-(1-Hepten-1-yl)Quinazolin-4(3H)-OneHCID 136132475—

Reaktionsschritte

5 g (12.31 mmoles) of the compound from Example III, 3.7 ml (15.4 mmoles) of tributylamine, 6.6 ml (46.2 mmoles) of 1-heptene, 375 mg of tri-o-tolylphosphine (1.23 mmoles), and 138 mg of palladium(II) acetate (0.6 mmole) are stirred in 50 ml of dry DMF for 2.5 h at 100° C. The mixture is cooled to room temperature, 50 ml of ethyl acetate is added, and the mixture is washed 3 times with 50-ml portions of H2O. After drying over MgSO4, the organic phase is evaporated under vacuum, and the residue is chromatographed on silica gel with toluene/ethyl acetate 95:5 as eluant. The fractions containing the product are combined and the solvent is evaporated under vacuum. The initially oily residue is crystallized by stirring with 35 ml petroleum ether.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06187779B1
Quelldatensatzuspto-grants-2001_02
ORD IDord-ba80d6ece68343afbfd689bba07309fb
Quellennotizuspto-grants-2001_02