反应详情

温度

0 °C

To a solution of 1-(pyridine-4-yl)ethanol (400 mg, 3.25 mmol) in THF (10 mL) was added sodium hydride (301 mg, 12.54 mmol) at 0° C. The mixture was stirred at 0° C. for 30 min. 4-methylbenzene-1-sulfonyl chloride (744 mg, 3.90 mmol) was added and the mixture was stirred at room temperature for 4 hr. Water (10 mL) was added and THF was removed under reduced pressure. The residue was extracted with ethyl acetate (20 mL×3). The organic layer was washed with brine and dried over sodium sulfate. The solvent was removed under vacuum and the residue was purified by column chromatography on silica gel (eluted: petroleum ether/ethyl acetate=2/1) to give 1-(pyridine-4-yl)ethyl 4-methylbenzenesulfonate (0.56 g, 62.2%). LCMS 278 (M+H+).

1. stirringthe mixture was stirred at room temperature for 4 hr
2. customTHF was removed under reduced pressure
3. extractionThe residue was extracted with ethyl acetate (20 mL×3)
4. washThe organic layer was washed with brine
5. dry with materialdried over sodium sulfate
6. customThe solvent was removed under vacuum
7. customthe residue was purified by column chromatography on silica gel (eluted: petroleum ether/ethyl acetate=2/1)