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Azobisisobutyronitrile → 2-Bromomethyl-5-phenyl-benzoxazole

HRID 1827988
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HRID 1827988 반응식
[CH3:1][C:2]1[O:3][C:4]2[CH:10]=[CH:9][C:8]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:7][C:5]=2[N:6]=1.[Br:17]N1C(=O)CCC1=O.CC(N=NC(C#N)(C)C)(C#N)C>C(Cl)(Cl)(Cl)Cl>[Br:17][CH2:1][C:2]1[O:3][C:4]2[CH:10]=[CH:9][C:8]([C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=3)=[CH:7][C:5]=2[N:6]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6547Azobisisobutyronitrile2회HCID 67184N-bromobutanimideHCID 112786Benzoxazole, 2-methyl-5-phenyl-

생성물 1

HCID 151337542-Bromomethyl-5-phenyl-benzoxazole수율 32.3%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

2-Methyl-5-phenyl-benzoxazole 48 (1.05 g, 5.0 mmol), N-bromosuccinimide (89 mg, 5.0 mmol) and azodilsobutyronitrile (AIBN) (41 mg, 0.25 mmol) in 10 ml of CCl4 was heated to reflux. After 5 hrs an additional 50 mg AIBN were added and the mixture was refluxed overnight. The mixture was diluted, washed with water, dried and concentrated. The crude product was chromatographed to give about 465 mg 2-bromomethyl-5-phenyl-benzoxazole 49.

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후처리

  1. temperaturethe mixture was refluxed overnight
  2. additionThe mixture was diluted
  3. washwashed with water
  4. customdried
  5. concentrationconcentrated
  6. customThe crude product was chromatographed

출처 및 근거

ORD 기록
ord-c4a26a10b8d145d4b2c45d91623c8495
출처 데이터셋
uspto-grants-2006_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07056903B2

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