Reaktion #418220

Reaktionsgleichung

1,3-dibromobenzene

2-pyrrolidinone

xantphos

cesium carbonate

→

title compound

Ausbeute 67.5%

1-(3-bromophenyl)pyrrolidin-2-one

Ausbeute 67.5%

Lösungsmittel

ethyl acetate

1,4-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe organic phase was washed with water (100 mL)
2. 2
   SonstigeThe organic phase was collected
3. 3
   Extraktionthe aqueous phase further extracted with ethyl acetate (2×50 mL)
4. 4
   Trocknendried over MgSO4
5. 5
   Filtrationfiltered
6. 6
   Sonstigeremoved solvent under vacuo
7. 7
   SonstigeThe residue was purified on silica gel
8. 8
   Wascheneluting with a gradient of 0-40% ethyl acetate in cyclohexane

Vorschrift

To a stirring solution of 1,3-dibromobenzene (3 g, 12.72 mmol) in 1,4-dioxane (100 mL) was added 2-pyrrolidinone (0.975 mL, 12.72 mmol), palladium(II) acetate (0.143 g, 0.636 mmol), xantphos (0.736 g, 1.272 mmol) and cesium carbonate (8.29 g, 25.4 mmol). The mixture was then heated at 100° C. overnight. The reaction mixture was diluted with ethyl acetate (100 mL). The organic phase was washed with water (100 mL). The organic phase was collected, and the aqueous phase further extracted with ethyl acetate (2×50 mL). The organic phases were combined, dried over MgSO4, filtered and removed solvent under vacuo. The residue was purified on silica gel, eluting with a gradient of 0-40% ethyl acetate in cyclohexane to give the title compound (2.06 g). LCMS (A): m/z (M+H)+ 240/242, C10H10BrNO requires 239/241 (acidic).

Quelle