反应详情

To a solution of 4-(4-bromophenyl)-2-cyclopropyl-1,3-oxazole (1.78 g, 6.74 mmol) in NMP (25 mL) was added copper cyanide (4.22 g, 47.12 mmol). The mixture was heated to 185C for 4 h. Upon cooling, the mixture was poured into a 0C solution of 5% aqueous sodium cyanide (60 ml). The aqueous phase was extracted with Et2O. The combined organic phases were washed with, 5% aqueous sodium cyanide, water, and brine, dried with MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography (CH2Cl2/Hexanes, 2:3 to 10:0) to yield 4-(2-cyclopropy-1,3-oxazol-4-yl)benzonitrile as a yellow solid (1.00 g, 71%).

1. temperatureUpon cooling
2. extractionThe aqueous phase was extracted with Et2O
3. washThe combined organic phases were washed with, 5% aqueous sodium cyanide, water, and brine
4. dry with materialdried with MgSO4
5. concentrationconcentrated in vacuo
6. customThe crude material was purified by flash chromatography (CH2Cl2/Hexanes, 2:3 to 10:0)