反应详情

温度

120 °C

Add zinc cyanide (1.5 g, 12.77 mmol), palladium tetrakis (675 mg, 0.584 mmol), to 3-amino-4-bromo-benzoic acid methyl ester (1.328 g, 5.77 mmol) in anhydrous DMF (3 ml). Purge with nitrogen for few minutes and keep under nitrogen atmosphere while heating to 120° C. overnight. Cool the mixture to room temperature and add water. Extract the product with EtOAc (×2). Wash the combined organic layers with 2N ammonium hydroxide solution (×2), water (×2), saturated aq. sodium chloride and dry over anhydrous sodium sulfate, filter and concentrate to yield the crude product. Purification by flash chromatography (Silica gel-hexane/EtOAc) yields 3-amino-4-cyano-benzoic acid methyl ester (94%).

1. customPurge with nitrogen for few minutes
2. temperatureCool the mixture to room temperature
3. additionadd water
4. extractionExtract the product with EtOAc (×2)
5. washWash the combined organic layers with 2N ammonium hydroxide solution (×2), water (×2), saturated aq. sodium chloride
6. dry with materialdry over anhydrous sodium sulfate
7. filtrationfilter
8. concentrationconcentrate
9. customto yield the crude product
10. customPurification by flash chromatography (Silica gel-hexane/EtOAc)