반응 #1004857

반응 방정식

acetic acid

6-chloro-quinoline

1-(6-methyl-pyridin-2-yl)-ethanone

potassium tert-butoxide

→

1-(6-Methyl-pyridin-2-yl)-2-quinolin-6-yl-ethanone

수율 78.1%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   기타The resulting reaction mixture
2. 2
   온도cooled down to 20° C.
3. 3
   여과The resulting solids were filtered off
4. 4
   농축the mother liquor was concentrated in vacuo

실험 절차

To a solution of 6-chloro-quinoline (2.08 g, 12.3 mmol) in tetrahydrofuran (50 mL) was added 1-(6-methyl-pyridin-2-yl)-ethanone (2.0 g, 14.8 mmol, 1.1 equiv), palladium acetate (0.055 g, 0.25 mmol, 0.02 equiv), 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl (0.197 g, 0.50 mmol, 0.04 equiv), and potassium tert-butoxide (3.76 g, 30.75 mmol, 2.2 equiv). The resulting reaction mixture was heated to 80° C. for 18 hours, then cooled down to 20° C., and slowly treated with acetic acid (3 mL). The resulting solids were filtered off, and the mother liquor was concentrated in vacuo. Silica gel chromatography (3:1 hexane/acetone) yielded 1-(6-Methyl-pyridin-2-yl)-2-quinolin-6-yl-ethanone (2.52 g, 78%).

출처