Azobisisobutyronitrile → 6-Bromo-2-(bromomethyl)-3-fluoropyridine

HRID 1097245노트

반응식

HRID 1097245 반응식
[Br:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([F:9])=[CH:4][CH:3]=1.[Br:10]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>ClCCl>[Br:1][C:2]1[N:7]=[C:6]([CH2:8][Br:10])[C:5]([F:9])=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 27831806-Bromo-3-fluoro-2-methylpyridine

생성물 1

HCID 866422856-Bromo-2-(bromomethyl)-3-fluoropyridine수율 54.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
55 °C

실험 절차

To a solution of 6-bromo-3-fluoro-2-methylpyridine (0.5 gr, 2.63 mmol) in dichloromethane (5 ml) were added at room temperature N-bromosuccinimide (937 mg, 5.26 mmol) and azo-di-isobutyronitrile (86 mg, 0.526 mmol). After 17 h stirring at 55° C. the reaction mixture was quenched by the addition of water and the product was extracted into dichloromethane. The combined organic phases were washed with brine, dried over sodium sulfate and concentrated under reduced pressure. Column chromatography afforded 6-bromo-2-(bromomethyl)-3-fluoropyridine (388 mg) as a clear oil.

후처리

  1. customwas quenched by the addition of water
  2. extractionthe product was extracted into dichloromethane
  3. washThe combined organic phases were washed with brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-00b00539589e41edbac00bdbdd36682f
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08143246B2

반응 노트

불러오는 중…