Azobisisobutyronitrile → 6-(Bromomethyl)benzo[d]oxazole
반응식
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]2[N:6]=[CH:7][O:8][C:4]=2[CH:3]=1.[Br:11]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)(Cl)Cl>[Br:11][CH2:1][C:2]1[CH:10]=[CH:9][C:5]2[N:6]=[CH:7][O:8][C:4]=2[CH:3]=1참가 물질
5
실험 절차
A mixture of 6-methylbenzoxazole (422 mg, 3.17 mmol), N-bromosuccinimide (677 mg, 3.80 mmol), and 2,2′-azobisisobutyronitrile (78 mg, 0.48 mmol) in CCl4 (6.3 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 (4% EtOAc/hexanes) gave the title compound as colourless crystals (257 mg, 38%). 1H NMR (CDCl3) δ 4.64 (s, 2H), 7.42 (dd, 1H, J=8.1, 1.5 Hz), 7.64 (d, 1H, J=1.2 Hz), 7.76 (d, 1H, J=8.4 Hz), 8.12 (s, 1H).
후처리
- temperaturewas heated
- temperatureat reflux for 22 h
- filtrationThe mixture was filtered
- concentrationthe filtrate was concentrated under reduced pressure
- customPurification of the crude material on silica gel (4% EtOAc/hexanes)
출처 및 근거
- ORD 기록
- ord-8d2394d910d343828537f407280c2466
- 출처 데이터셋
- uspto-grants-2010_10
- 특허 번호
- US07807694B2
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