反应详情

温度

-78 °C

To a stirred solution of 3-(8-(1,3-dioxolan-2-yl)octyloxy)benzaldehyde (1.0 g, 3.25 mmol) in THF (30 mL) at −78° C. under an atmosphere of nitrogen, a solution of 2-thienylmagnesium bromide (1M in THF, 4.23 mL, 4.23 mmol) was added over 10 minutes. After stirring at −78° C. for 1 hour, the reaction was allowed to warm to RT and stirred for 16 hours. The reaction was quenched with saturated aqueous ammonium chloride solution and extracted with ethyl acetate (×3). The combined organic extracts were washed with brine, dried (magnesium sulfate), filtered, and concentrated under reduced pressure. The crude material was purified by silica gel chromatography eluting with 0-50% ethyl acetate in iso-hexane to afford the title compound (1.12 g, 87%).

1. temperatureto warm to RT
2. stirringstirred for 16 hours
3. customThe reaction was quenched with saturated aqueous ammonium chloride solution
4. extractionextracted with ethyl acetate (×3)
5. washThe combined organic extracts were washed with brine
6. dry with materialdried (magnesium sulfate)
7. filtrationfiltered
8. concentrationconcentrated under reduced pressure
9. customThe crude material was purified by silica gel chromatography
10. washeluting with 0-50% ethyl acetate in iso-hexane