反应详情

温度

-78 °C

2-Chloro-6-(trifluoromethyl)nicotinonitrile (340 mg, 1.65 mmol) was diluted with toluene (2.0 mL), placed under nitrogen and cooled to −78° C. DIBAL-H (3292 μl, 3.29 mmol) was added dropwise and the reaction was stirred for 1 hour. The reaction was warmed to 0° C. and acetic acid (1 mL) was added followed by 5 mL of water. After stirring for 2 hours, the reaction was extracted twice with ethyl acetate, washed with Rochelle's salt, dried over MgSO4, filtered and concentrated. The material was loaded onto silica gel and eluted with 5% ethyl acetate/hexanes to 30% ethyl acetate/hexanes to yield the desired compound (115 mg, 0.549 mmol, 33.3% yield) as a clear oil.

1. temperatureThe reaction was warmed to 0° C.
2. stirringAfter stirring for 2 hours
3. extractionthe reaction was extracted twice with ethyl acetate
4. washwashed with Rochelle's salt
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. concentrationconcentrated
8. washeluted with 5% ethyl acetate/hexanes to 30% ethyl acetate/hexanes