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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 229691Erstellt: 25. Oktober 2026

Ammonium Chloride → 3-(2-Chlorophenyl)-5-cyclohexyl-1-phenyl-1,2-dihydropyridin-2-one

https://huagongshe.com/reaction/229691

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium ChlorideHCID 25517—
Edukt2-Chlorophenylboronic acidHCID 2734322—
Edukt5-Bromo-3-iodo-1-phenylpyridin-2(1H)-oneHCID 22318957—
Edukt5-Bromo-3-(2-chlorophenyl)-1-phenyl-1,2-dihydropyridin-2-oneHCID 22319040—
EduktHCID 178478990HCID 178478990—
KatalysatorDichloro(1,1'-(1,3-propanediyl)bis(1,1-diphenylphosphine-kappaP))nickelHCID 2724937—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-(2-Chlorophenyl)-5-cyclohexyl-1-phenyl-1,2-dihydropyridin-2-oneHCID 22319069—

Reaktionsschritte

30 mg of 5-bromo-3-(2-chlorophenyl)-1-phenyl-1,2-dihydropyridin-2-one synthesized from 5-bromo-1-phenyl-3-iodo-1,2-dihydropyridin-2-one and 2-chlorophenyl boronic acid in accordance with the method of Referential Example 3 was dissolved in 20 ml of tetrahydrofuran, followed by adding 1 mg of [1,3-bis(diphenylphosphino)propane] nickel (II) chloride. Under stirring in nitrogen atmosphere, 0.1 ml of cyclohexyl magnesium chloride (2.0M ether solution) was added dropwise thereinto. After stirring at room temperature in nitrogen atmosphere overnight, the mixture was heated under reflux for 1 hour. After cooling to room temperature, a saturated aqueous solution of ammonium chloride was added thereto, followed by extracting with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel chromatography (chloroform/methanol system), to give 6 mg of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07563811B2
Quelldatensatzuspto-grants-2009_07
ORD IDord-3c35be414d9a4b8c94853512b2370232
Quellennotizuspto-grants-2009_07