反应详情

温度

170 °C

A solution of 403 mg of 3-bromo-5-tert-butylphenol and 200 mg (1.28 mmol) of CuCN in 5 mL of DMF was stirred at 160° C. After 75 min. 365 mg of CuCN was added and stirring was continued at 160° C. After about 1 h, the temperature was increased to 170° C. and the mixture was refluxed for 19 h. Ethyl acetate and H2O were added, and the mixture was filtered through a Buchner funnel, and the layers were separated. The organic layer was washed with 10 mL of H2O and brine, dried over Na2SO4, filtered, and concentrated. Purification by flash silica gel chromatography (15% EtOAc/hexanes) provided 153 mg of 3-tert-butyl-5-hydroxybenzonitrile as an orange solid in 49% yield.

1. customwas continued at 160° C
2. waitAfter about 1 h
3. temperaturethe mixture was refluxed for 19 h
4. filtrationthe mixture was filtered through a Buchner funnel
5. customthe layers were separated
6. washThe organic layer was washed with 10 mL of H2O and brine
7. dry with materialdried over Na2SO4
8. filtrationfiltered
9. concentrationconcentrated
10. customPurification by flash silica gel chromatography (15% EtOAc/hexanes)