反应详情

温度

-25 °C

Copper iodide (1.77 g) was suspended in tetrahydrofuran (18 mL), and ethyl magnesium bromide (1.0 M tetrahydrofuran solution, 18.6 mL) was added thereto at −30° C. After stirring at −25° C. for 0.5 hour, the reaction solution was cooled to −78° C. To the mixture was added dropwise a solution of [1-(6-chlorobenzothiazole-2-yl)piperidine-4-ylidene]acetic acid methyl ester (1.00 g) in tetrahydrofuran (10 mL), and then added trimethylsilyl trifluoromethansulfonate (1.12 mL). After stirring at −78° C. for 2 hours, aqueous sodium hydrogencarbonate solution was added thereto. After filtration of the insoluble material, the filtrate was extracted with ethyl acetate. The organic layer was washed with water and brine, and dried over magnesium sulphate. The solvent was evaporated under reduced pressure and the residue was purified by column chromatograph on silica gel to give the title compound (979 mg). Yield: 90%.

1. customat −30° C
2. temperaturethe reaction solution was cooled to −78° C
3. stirringAfter stirring at −78° C. for 2 hours
4. filtrationAfter filtration of the insoluble material
5. extractionthe filtrate was extracted with ethyl acetate
6. washThe organic layer was washed with water and brine
7. dry with materialdried over magnesium sulphate
8. customThe solvent was evaporated under reduced pressure
9. customthe residue was purified by column chromatograph on silica gel