反应详情

温度

90 °C

To a solution of 2-(bromomethyl)-1-chloro-4-fluorobenzene (25, 22.3 g, 100 mmol) in dry DMF (150 mL) were added NaI (16.0 g, 107 mmol) and KSCN (19.5 g, 200 mmol) The mixture was heated under N2 at 90° C. for 18 h. After cooling to RT, the mixture was diluted with water (200 mL), and extracted with EtOAc (200 mL×2). The combined extracts were washed with brine, dried over MgSO4, and concentrated to give crude product. This was purified by column chromatography on silica gel, and eluted with petroleum ether to provide 1-chloro-4-fluoro-2-(isothiocyanatomethyl)benzene (26).

1. temperatureAfter cooling to RT
2. extractionextracted with EtOAc (200 mL×2)
3. washThe combined extracts were washed with brine
4. dry with materialdried over MgSO4
5. concentrationconcentrated
6. customto give crude product
7. customThis was purified by column chromatography on silica gel
8. washeluted with petroleum ether