تفاعل #9053

معادلة التفاعل

5-methylbenzoxazole

N-bromosuccinimide

2,2′-azobisisobutyronitrile

→

title compound

المردود 39.6%

5-bromomethyl-benzoxazole

المردود 39.6%

المذيبات

CCl4

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas heated
2. 2
   درجة الحرارةat reflux for 22 h
3. 3
   ترشيحThe mixture was filtered
4. 4
   تركيزthe filtrate was concentrated under reduced pressure
5. 5
   أخرىPurification of the crude material on silica gel (5% EtOAc/hexanes)

الإجراء التجريبي

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).

المصدر