反应详情

温度

100 °C

To a suspension of 2,4,6-trifluorobenzonitrile (314 mg, 2.00 mmol) and potassium carbonate (828 mg, 6.00 mmol) in dry N,N-dimethylformamide (3 mL) at 100° C. was added a solution of benzyl alcohol (216 mg, 2.00 mL) in dry N,N-dimethylformamide (1 mL) using a syringe pump over 4 h and the resulting mixture was stirred at 100° C. for 1 h. The reaction mixture was stirred at room temperature overnight and water and ethyl acetate were added and the phases separated. The organic phase was washed with 1.2 M hydrochloric acid (3×) and the combined organic phases were back-extractted with ethyl acetate (3×). The organic phases were dried (sodium sulfate), filtered, concentrated in vacuo and the residue was purified by flash chromatography (silica gel, hexanes-ethyl acetate 15:1) to give a white solid, mixture of regioisomers. The title product was obtained as a white solid (51 mg, 10%) by HPLC purification (reversed phase).

1. customover 4 h
2. stirringThe reaction mixture was stirred at room temperature overnight
3. customthe phases separated
4. washThe organic phase was washed with 1.2 M hydrochloric acid (3×)
5. dry with materialThe organic phases were dried (sodium sulfate)
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customthe residue was purified by flash chromatography (silica gel, hexanes-ethyl acetate 15:1)
9. customto give
10. additiona white solid, mixture of regioisomers