반응 #9053

반응 방정식

5-methylbenzoxazole

N-bromosuccinimide

2,2′-azobisisobutyronitrile

→

title compound

수율 39.6%

5-bromomethyl-benzoxazole

수율 39.6%

용매

CCl4

반응 조건

후처리

1. 1
   온도was heated
2. 2
   온도at reflux for 22 h
3. 3
   여과The mixture was filtered
4. 4
   농축the filtrate was concentrated under reduced pressure
5. 5
   기타Purification of the crude material on silica gel (5% EtOAc/hexanes)

실험 절차

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).

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