反应详情

温度

-30 °C

Dissolve sodium propanethiolate (7.5 g) in DMF (250 mL) at ambient temperature, then chill to −30° C. and add 1-bromo-3,5-difluorobenzene (8.35 mL). After 1 hour, warm to −15° C., and stir for an additional 3 hours. Pour into water (2 L) and extract into hexanes (3×500 mL). Wash the resulting organic solution with saturated aqueous sodium chloride (100 mL), dry (magnesium sulfate), filter and concentrate. Filter through a plug of silica gel, wash with 10:90 ethyl acetate:hexanes and concentrate to give 1-bromo-3-fluoro-5-propylsulfanylbenzene (16.2 g, 90%). The title compound is prepared essentially as described in Preparation 343.

1. temperaturewarm to −15° C.
2. extractionextract into hexanes (3×500 mL)
3. washWash the resulting organic solution with saturated aqueous sodium chloride (100 mL)
4. dry with materialdry (magnesium sulfate)
5. filtrationfilter
6. concentrationconcentrate
7. filtrationFilter through a plug of silica gel
8. washwash with 10:90 ethyl acetate
9. concentrationhexanes and concentrate