반응 #487564

반응 방정식

2-(5-bromo-2-ethylphenyl)-4,4-dimethylcyclohexane-1,3-dione

2-methyl-4-chloro-phenylboronic acid

cesium fluoride

→

2-(4′-chloro-4-ethyl-2′-methylbiphen-3-yl)-4,4-dimethyl-cyclohexane-1,3-dione

용매

1,2-dimethoxyethane

반응 조건

후처리

1. 1
   기타The warm reaction mixture
2. 2
   여과is filtered
3. 3
   세척washing the filter cake with 9:1 dichloromethane
4. 4
   농축The mixture is concentrated under reduced pressure
5. 5
   기타the residue is purified by column chromatography on silica gel

실험 절차

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.

출처