反应详情

温度

-78 °C

To a solution of 4-bromo-2-methylbenzonitrile (2.0 g, 10.2 mmol) in THF (100 ml) at −78° C. under a nitrogen atmosphere was added dropwise a 2.5M solution of n-butyl lithium (4.48 ml, 11.2 mmol). The mixture was stirred at −78° C. for 1 h and then poured onto solid carbon dioxide (5 g) in THF (50 ml). The mixture was allowed to warm to room temperature. Water was added (200 ml) and the mixture was extracted with diethyl ether (3 times). The aqueous layer was acidified by addition of concentrated HCl and extracted with chloroform (3 times). The combined chloroform extracts were washed with water, dried over MgSO4, and concentrated in vacuo to give a white solid; yield 1.2 g (73%).

1. temperatureto warm to room temperature
2. extractionthe mixture was extracted with diethyl ether (3 times)
3. additionThe aqueous layer was acidified by addition of concentrated HCl
4. extractionextracted with chloroform (3 times)
5. washThe combined chloroform extracts were washed with water
6. dry with materialdried over MgSO4
7. concentrationconcentrated in vacuo
8. customto give a white solid