Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 400382Erstellt: 24. Oktober 2026

Cesium fluoride → 2-(4'-Chloro-4-ethyl-2'-methylbiphen-3-yl)-4,4-dimethyl-cyclohexane-1,3-dione

https://huagongshe.com/de/reaction/400382

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium fluorideHCID 25953—
Edukt(4-Chloro-2-methylphenyl)boronic acidHCID 5017600—
Edukt2-(5-Bromo-2-ethylphenyl)-4,4-dimethylcyclohexane-1,3-dioneHCID 66870121—
KatalysatorBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt2-(4'-Chloro-4-ethyl-2'-methylbiphen-3-yl)-4,4-dimethyl-cyclohexane-1,3-dioneHCID 123715133—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A mixture of 2-(5-bromo-2-ethylphenyl)-4,4-dimethylcyclohexane-1,3-dione (0.194 g, 0.6 mmol), 2-methyl-4-chloro-phenylboronic acid (0.153 g, 0.9 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (complex with dichloromethane 1:1) (80 mg, 0.098 mmol) and cesium fluoride (0.608 g, 4 mmol) are stirred together in 1,2-dimethoxyethane (4 ml) and the reaction mixture is heated at 80° C. overnight. The warm reaction mixture is filtered, washing the filter cake with 9:1 dichloromethane:methanol. The mixture is concentrated under reduced pressure and the residue is purified by column chromatography on silica gel to give 2-(4′-chloro-4-ethyl-2′-methylbiphen-3-yl)-4,4-dimethyl-cyclohexane-1,3-dione.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08741806B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-2b6c5141eef649918800f0a6fff9105f
Quellennotizuspto-grants-2014_06