Reacción #1851983

Ecuación de reacción

boron trifluoride etherate

3-fluorophenol

phenol

4-chlorobutyryl chloride

→

4-chloro-1-(4-fluoro-2-hydroxyphenyl)butan-1-one

4-chloro-1-(2-hydroxyphenyl)butan-1-one

Disolventes

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction mixture was cooled
2. 2
   workup.STIRRINGAfter stirring for 10 minutes
3. 3
   Extracciónthe water mixture was extracted with ether (3×100 mL)
4. 4
   LavadoThe ether layer was washed with brine (100 mL)
5. 5
   Secadodried over MgSO4
6. 6
   Filtraciónfiltered
7. 7
   Concentraciónconcentrated to a residue

Procedimiento

To a cold boron trifluoride etherate (280 mmol) solution was added 3-fluorophenol or phenol (89 mmol) and 4-chlorobutyryl chloride (178 mmol). The resulting solution was stirred at 130° C. for 18 hours. The reaction mixture was cooled and poured into ice water (100 mL). After stirring for 10 minutes, the water mixture was extracted with ether (3×100 mL). The ether layer was washed with brine (100 mL), dried over MgSO4, filtered and concentrated to a residue to afford 4-chloro-1-(4-fluoro-2-hydroxyphenyl)butan-1-one and 4-chloro-1-(2-hydroxyphenyl)butan-1-one in 52%-67% yield, which was used in the following step without further purification.

Fuente