Réaction #43928

Équation de réaction

Ethyl acetate

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

sodium acetate

→

title compound

Rendement 67.0%

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

Rendement 67.0%

Solvants

N,N-dimethylformamide

Conditions de réaction

Traitement

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

Mode opératoire

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.

Source