Reacción #58871
ord-64e03f43ee504125a8fbde98ebe10950
Ecuación de reacción
2-fluoro-5-bromophenol
potassium carbonate
sodium iodide
4-bromo-1,1-difluoro-1-butene
→
4-bromo-2-(4,4-difluorobut-3-enyloxy)-1-fluorobenzene
Rendimiento 63.0%
Reactivos
Disolventes
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1Otrowas placed in a pressure vessel
- 2Temperaturaheated in a 82° oil bath for 15 hours
- 3TemperaturaThe reaction mixture was cooled
- 4Filtraciónfiltered
- 5Otroevaporated in vacuo
- 6OtroThe resultant residue was purified by flash chromatography (silica gel, eluant
Procedimiento
A mixture of 2-fluoro-5-bromophenol (2.40 g), potassium carbonate (2.31 m), Aliquat 336 (5 drops), sodium iodide (catalytic) and 4-bromo-1,1-difluoro-1-butene (1.79 mL) in methyl ethyl ketone was placed in a pressure vessel and heated in a 82° oil bath for 15 hours. The reaction mixture was cooled, diluted with dichloromethane, filtered and evaporated in vacuo. The resultant residue was purified by flash chromatography (silica gel, eluant: 2.5% ethyl acetate/hexane to afford 4-bromo-2-(4,4-difluorobut-3-enyloxy)-1-fluorobenzene, 2.23 g (63% yield), identified by NMR analysis.