Azobisisobutyronitrile → 6-(Bromomethyl)benzo[d]oxazole
反応式
[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]=1参加物
5
実験手順
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).
後処理
- 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)
出典と根拠
- ORDレコード
- ord-e3cc0077e4c14e81be0b4dc412ae5316
- 出典データセット
- uspto-grants-2006_08
- 特許番号
- US07091217B2
反応ノート
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