反应详情

(Step 1) To a solution (139 ml) of 2-bromo-5-chlorobenzonitrile (15.0 g), pyrrolidin-2-one (7.90 ml) and cesium carbonate (45.2 g) in 1,4-dioxane were added tris(dibenzylideneacetone)dipalladium (1.59 g) and 4,5-bis(biphenylphosphino)-9,9-dimethylxanthine (2.0 g) at room temperature under a nitrogen atmosphere, and the mixture was heated under reflux for 3 hr. The mixture was allowed to cool to room temperature, and extracted with ethyl acetate and water. The organic layer was filtered through celite, and washed with ethyl acetate. The filtrate was dried over sodium sulfate, and filtered. The solvent was evaporated under reduced pressure. The obtained residue was purified by column chromatography (ethyl acetate:hexane=1:10→1:1) to give 5-chloro-2-(2-oxopyrrolidin-1-yl)benzonitrile (12.5 g) as yellow crystals.

1. temperaturethe mixture was heated
2. temperatureunder reflux for 3 hr
3. extractionextracted with ethyl acetate and water
4. filtrationThe organic layer was filtered through celite
5. washwashed with ethyl acetate
6. dry with materialThe filtrate was dried over sodium sulfate
7. filtrationfiltered
8. customThe solvent was evaporated under reduced pressure
9. customThe obtained residue was purified by column chromatography (ethyl acetate:hexane=1:10→1:1)