反应详情

温度

-50 °C

A solution of 0.37 g (9.7 mmoles) of lithium aluminum hydride dissolved in 100 ml of THF was cooled to −50° C. Thereto was gradually added dropwise a solution of 2.0 g (9.8 mmoles) of methyl 4-trifluoromethylnicotinate dissolved in 30 ml of THF. The mixture was stirred at −50° C. for 3 hours to give rise to a reaction. After confirmation of the completion of the reaction, ethyl acetate was added, followed by stirring for a while. Water was added, followed by stirring for a while. The reaction mixture was filtered under vacuum. The filtrate was extracted with ethyl acetate. The resulting organic layer was washed with water and an aqueous sodium chloride solution and then dried over anhydrous magnesium sulfate. The resulting solution was subjected to vacuum distillation to remove the solvent contained therein. The residue was purified by silica gel column chromatography (developing solvent: hexane-ethyl acetate mixed solvent) to obtain 0.6 g (yield: 35.3%) of (4-trifluoromethylpyridin-3-yl)-methanol as a yellow oily substance.

1. customto give rise
2. customto a reaction
3. additionwas added
4. stirringby stirring for a while
5. stirringby stirring for a while
6. filtrationThe reaction mixture was filtered under vacuum
7. extractionThe filtrate was extracted with ethyl acetate
8. washThe resulting organic layer was washed with water
9. dry with materialan aqueous sodium chloride solution and then dried over anhydrous magnesium sulfate
10. distillationThe resulting solution was subjected to vacuum distillation
11. customto remove the solvent
12. customThe residue was purified by silica gel column chromatography (developing solvent: hexane-ethyl acetate mixed solvent)