反应详情

温度

-20 °C

To a solution of 4-methoxypyridine (3.0 g) in tetrahydrofuran (50 mL), 4-fluorophenylmagnesium bromide (1 M solution in tetrahydrofuran; 27.5 mL) was added dropwise at −40° C. to −20° C. over 10 minutes. To this solution, 3-bromopropionyl chloride (2.77 mL) was added dropwise at −40° C. to −20° C., and the reaction solution was stirred at −20° C. for 30 minutes. The reaction solution was poured into a 10% hydrochloric acid solution, and the mixture was stirred for 20 minutes, followed by extraction with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (heptane-ethyl acetate system) to obtain 2.9 g of the title compound. The property values of the compound are as follows.

1. stirringthe mixture was stirred for 20 minutes
2. extractionfollowed by extraction with ethyl acetate
3. washThe extract was washed with brine
4. dry with materialdried over anhydrous magnesium sulfate
5. concentrationconcentrated under reduced pressure
6. customThe residue was purified by silica gel column chromatography (heptane-ethyl acetate system)