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Azobisisobutyronitrile → 6-(Bromomethyl)-3-methoxy-2-(4-(trifluoromethyl)phenyl)pyridine

HRID 1630745
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HRID 1630745 반응식
[CH3:1][O:2][C:3]1[C:4]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)=[N:5][C:6]([CH3:9])=[CH:7][CH:8]=1.C1C(=O)N([Br:27])C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C>C(Cl)(Cl)(Cl)Cl.CCOC(C)=O>[Br:27][CH2:9][C:6]1[N:5]=[C:4]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)[C:3]([O:2][CH3:1])=[CH:8][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 584432683-Methoxy-6-methyl-2-(4-(trifluoromethyl)phenyl)pyridine

생성물 1

HCID 584433046-(Bromomethyl)-3-methoxy-2-(4-(trifluoromethyl)phenyl)pyridine

시약·촉매·용매 2

HCID 5943Carbon Tetrachloride용매
HCID 8857
Ethyl Acetate
용매

실험 절차

To a solution of 3-methoxy-6-methyl-2-(4-(trifluoromethyl)phenyl)pyridine (0.59 g, 2.2 mmol) in CCl4 (40 mL) was added NBS (440 mg, 2.5 mmol) and AIBN (33 mg, 0.20 mmol). The reaction mixture was heated to reflux for 13 h, diluted with EtOAc, washed with water (1×), brine (1×), dried over MgSO4, filtered through a pad (1.5 cm) of silica, and concentrated. The product 6-(bromomethyl)-3-methoxy-2-(4-(trifluoromethyl)phenyl)pyridine was used without further purification.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 13 h
  3. washwashed with water (1×), brine (1×)
  4. dry with materialdried over MgSO4
  5. filtrationfiltered through a pad (1.5 cm) of silica
  6. concentrationconcentrated
  7. customThe product 6-(bromomethyl)-3-methoxy-2-(4-(trifluoromethyl)phenyl)pyridine was used without further purification

출처 및 근거

ORD 기록
ord-04e4e48fe9594a0cb0d5ec0154b8fee5
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08791147B2

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