Reaktion #43928

Reaktionsgleichung

Ethyl acetate

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

sodium acetate

→

title compound

Ausbeute 67.0%

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

Ausbeute 67.0%

Lösungsmittel

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle