反応 #9053

反応方程式

5-methylbenzoxazole

N-bromosuccinimide

2,2′-azobisisobutyronitrile

→

title compound

収率 39.6%

5-bromomethyl-benzoxazole

収率 39.6%

溶媒

CCl4

反応条件

後処理

1. 1
   温度was heated
2. 2
   温度at reflux for 22 h
3. 3
   ろ過The mixture was filtered
4. 4
   濃縮the filtrate was concentrated under reduced pressure
5. 5
   その他Purification of the crude material on silica gel (5% EtOAc/hexanes)

実験手順

A mixture of 5-methylbenzoxazole (200 mg, 1.50 mmol), N-bromosuccinimide (321 mg, 1.80 mmol), and 2,2′-azobisisobutyronitrile (37 mg, 0.23 mmol) in CCl4 (3 mL) was heated at reflux for 22 h. The mixture was filtered and the filtrate was concentrated under reduced pressure. Purification of the crude material on silica gel (5% EtOAc/hexanes) gave the title compound as a colourless crystals (126 mg, 39%). 1H NMR (CDCl3) δ 4.64 (s, 2H), 7.46 (dd, 1H, J=8.6, 1.7 Hz), 7.57 (d, 1H, J=8.4 Hz), 7.83 (d, 1H, J=1.2 Hz), 8.12 (s, 1H).

出典