Reaktion #7833

Reaktionsgleichung

2-(3,5-dimethoxy-4-methylphenyl)-1,3-benzoxazole

carbon tetrachloride

benzoyl peroxide

N-bromosuccinimide

→

1,3-benzoxazole

Lösungsmittel

EtOAc

—

hexanes

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturto reflux conditions under argon overnight
3. 3
   SonstigeConcentration of cooled reaction mixture in vacuo
4. 4
   Sonstigeafforded a yellow solid

Vorschrift

A mixture of 2-(3,5-dimethoxy-4-methylphenyl)-1,3-benzoxazole (260 mg, 1 mmol), carbon tetrachloride (4.2 mL), benzoyl peroxide (15 mg, 0.06 mmol) and N-bromosuccinimide (270 mg, 1.5 mmol) was heated to reflux conditions under argon overnight. Concentration of cooled reaction mixture in vacuo afforded a yellow solid. Flash chromatography on silica gel of crude material using 1:4 EtOAc:hexanes gave the desired intermediate, 2-[4-bromomethyl)-3,5-dimethoxyphenyl]-1,3-benzoxazole, as a colorless solid.

Quelle