反应详情

温度

-78 °C

A solution of oxalyl chloride (1.19 mL) in THF (34.7 mL) was cooled to −78° C., and dimethyl sulfide (1.48 mL) was added dropwise. The reaction mixture was stirred at −78° C. for 20 min, and a solution of {3-[2,4-bis(trifluoromethyl)benzyl]-3-azabicyclo[3.3.1]non-7-yl}methanol (2.65 g) in THF (20 mL) was added dropwise. The mixture was warmed to 0° C., stirred for 30 min, cooled again to −78° C., and triethylamine (4.84 mL) was added. The reaction mixture was stirred at room temperature for 1 hr, poured into 1M aqueous sodium hydroxide solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.135 g).

1. temperatureThe mixture was warmed to 0° C.
2. stirringstirred for 30 min
3. temperaturecooled again to −78° C.
4. stirringThe reaction mixture was stirred at room temperature for 1 hr
5. extractionthe mixture was extracted with ethyl acetate
6. washThe extract was washed with saturated brine
7. dry with materialdried over anhydrous magnesium sulfate
8. customthe solvent was evaporated under reduced pressure
9. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)