反应详情

A solution of 3-trifluoromethylanisol (50.0 g, 0.28 mole) in tetrahydrofuran was cooled to -78° C. under nitrogen atmosphere with stirring. To this solution was added n-butyl lithium (114 ml of 2.5M, 0.28 mole), dropwise at such a rate that the temperature did not exceed -65° C. When the addition was complete, the mixture was stirred at -78° l C. for three hours. The mixture was then poured over a slurry of dry ice/ether and allowed to come to room temperature. The solvent was removed under reduced pressure to give a white solid. This solid was dissolved in a minimum amount of water, extracted with diethyl ether (2×100 ml) and the aqueous phase was acidified to pH 2 with dilute hydrochloric acid. An oil formed and was extracted with diethyl ether, washed several times with water and dried over magnesium sulfate. The solvent was removed to give 45.6 g (74 percent of theory) of the title compound as a white solid of m.p. 129°- 130° C.

1. customdid not exceed -65° C
2. additionWhen the addition
3. stirringthe mixture was stirred at -78° l C
4. customto come to room temperature
5. customThe solvent was removed under reduced pressure
6. customto give a white solid
7. extractionextracted with diethyl ether (2×100 ml)
8. customAn oil formed
9. extractionwas extracted with diethyl ether
10. washwashed several times with water
11. dry with materialdried over magnesium sulfate
12. customThe solvent was removed