反应详情

Tetrabutylammonium fluoride (0.027 ml; 1.0 M solution in tetrahydrofuran) was added to a solution of 4-pyridin-4-yl-benzaldehyde (500 mg, 2.73 mmol) and trifluoromethyltrimethylsilane (TMSCF3) (485 μl, 3.28 mmol) in 5 ml THF at 0° C. The resulting mixture was warmed up to room temperature and stirred at room temperature for 4 hours. The reaction mixture was then treated with 5 ml of 1N HCl and stirred at room temperature overnight. The solvent was evaporated to dryness, 9 ml of 1M sodium carbonate aqueous solution was added, the aqueous phase was extracted with chloroform (3×10 ml), and the combined chloroform layer was washed with water, dried over MgSO4. The organic solvent was removed in vacuo to give 360 mg of 2,2,2-trifluoro-1-(4-pyridin-4-yl-phenyl)ethanol, yield: 51%.

1. stirringstirred at room temperature overnight
2. customThe solvent was evaporated to dryness, 9 ml of 1M sodium carbonate aqueous solution
3. additionwas added
4. extractionthe aqueous phase was extracted with chloroform (3×10 ml)
5. washthe combined chloroform layer was washed with water
6. dry with materialdried over MgSO4
7. customThe organic solvent was removed in vacuo