Reaktion #2339024

Reaktionsgleichung

2-Hydroxy-6-methyl-benzoic acid ethyl ester

NBS

AIBN

→

2-bromomethyl-6-hydroxy-benzoic acid ethyl ester

Lösungsmittel

CCl4

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeequipped with a reflux condenser
2. 2
   Temperaturthe mixture was heated
3. 3
   Temperaturat reflux for 2 h
4. 4
   Sonstigesolid was removed by filtration
5. 5
   Einengenthe filtrate was concentrated
6. 6
   Sonstigeto give a yellow oil as crude, which
7. 7
   SonstigeThe crude was purified by silica gel chromatography (300 g, 0-5% EtOAc/hexanes)

Vorschrift

2-Hydroxy-6-methyl-benzoic acid ethyl ester (4.046 g), NBS (4.786 g), and AIBN (1.134 g) were weighed into a round-bottom flask equipped with a reflux condenser. CCl4 (40 mL) was added and the mixture was heated at reflux for 2 h. After cooling to RT, solid was removed by filtration and the filtrate was concentrated to give a yellow oil as crude, which solidified upon standing. The crude was purified by silica gel chromatography (300 g, 0-5% EtOAc/hexanes) to afford 2-bromomethyl-6-hydroxy-benzoic acid ethyl ester as a white solid.

Quelle