Reacción #345006

Ecuación de reacción

NBS

N-bromosuccinimide

AIBN

product

methyl 2-(2-chloro-4-methylphenoxy)-2-phenylacetate

→

title compound

Rendimiento 34.0%

methyl 2-(2-chloro-4-bromomethylphenoxy)-2-phenylacetate

Rendimiento 34.0%

Disolventes

CCl4

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaheated
2. 2
   Temperaturaat reflux for 7 hours
3. 3
   TemperaturaThe reaction was refluxed for 48 hours
4. 4
   Temperaturacooled
5. 5
   Concentraciónconcentrated in vacuo
6. 6
   OtroThe residue was purified on a silica gel flash chromatography column
7. 7
   Lavadoeluted with 10% ethyl acetate/hexane

Procedimiento

To a solution of 1.70 g (5.86 mmol) of the product from Step A dissolved in 20 mL of CCl4 was added 1.04 g (5.86 mmol) of N-bromosuccinimide and 50 mg (catalytic amount) of AIBN. The reaction mixture was stirred and heated at reflux for 7 hours, then an additional 0.20 g of NBS was added. The reaction was refluxed for 48 hours, then cooled and concentrated in vacuo. The residue was purified on a silica gel flash chromatography column eluted with 10% ethyl acetate/hexane to afford 0.730 g (34%) of the title compound.

Fuente