Reacción #43928

Ecuación de reacción

Ethyl acetate

4-bromo-3-(bromomethyl)-5-methylphenyl acetate

sodium acetate

→

title compound

Rendimiento 67.0%

5-acetoxy-2-bromo-3-methylbenzyl acetate

Rendimiento 67.0%

Disolventes

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadothe mixture was washed successively with water and saturated brine
2. 2
   Secadodried over anhydrous magnesium sulfate
3. 3
   Concentraciónconcentrated under reduced pressure
4. 4
   OtroThe residue was purified by silica gel column chromatography (ethyl acetate:hexane=0:100-25:75)

Procedimiento

To a solution of 4-bromo-3-(bromomethyl)-5-methylphenyl acetate (11.7 g, 36.3 mmol) in N,N-dimethylformamide (60 mL) was added sodium acetate (5.96 g, 72.6 mmol), and the mixture was stirred at 70° C. for 4 hr under nitrogen atmosphere. Ethyl acetate was added to the reaction mixture, and the mixture was washed successively with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=0:100-25:75) to give the title compound (7.29 g, yield 67%) as a pale-yellow oil.

Fuente