反应详情

温度

-78 °C

To a mixture of potassium t-butoxide (0.40 g) and dimethoxyethane (10 mL) was added a solution (10 mL) of toluenesulfonylmethylisocyanide (0.37 g) in dimethoxyethane at −78° C. Further, a solution (10 mL) of 2-[[3-[(5-methyl-2-phenyl-4-thiazolyl)methoxy]-5-isoxazolyl]methoxy]nicotinaldehyde (0.70 g) in dimethoxyethane was added to the reaction mixture. The reaction mixture was stirred at −78° C. for 1 hr. Methanol (10 mL) was added to the reaction mixture at room temperature and the mixture was heated under reflux for 30 min. To the reaction mixture was added water and the mixture was extracted with ethyl acetate. The organic layer was washed successively with saturated aqueous sodium hydrogencarbonate and saturated brine, dried over anhydrous magnesium sulfate, and concentrated. The obtained residue was subjected to silica gel column chromatography to give crystals (0.45 g, 63%) of 2-[2-[[3-[(5-methyl-2-phenyl-4-thiazolyl)methoxy]-5-isoxazolyl]methoxy]-3-pyridyl]acetonitrile from a fraction eluted with ethyl acetate-hexane (1:2, v/v). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 103-104° C.

1. temperaturethe mixture was heated
2. temperatureunder reflux for 30 min
3. extractionthe mixture was extracted with ethyl acetate
4. washThe organic layer was washed successively with saturated aqueous sodium hydrogencarbonate and saturated brine
5. dry with materialdried over anhydrous magnesium sulfate
6. concentrationconcentrated