N-bromobutanimide → 5-Bromo-2-(bromomethyl)benzonitrile

HRID 1921320노트

반응식

HRID 1921320 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:10])=[C:6]([CH:9]=1)[C:7]#[N:8].[Br:11]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:10][Br:11])=[C:6]([CH:9]=1)[C:7]#[N:8]

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 129940045-Bromo-2-methylbenzonitrile

생성물 1

HCID 442031405-Bromo-2-(bromomethyl)benzonitrile수율 38.4%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

A mixture of 5-bromo-2-methylbenzonitrile (5.0 g, 25.5 mmol), N-bromosuccinimide (4.54 g, 25.5 mmol), 2′,2′-azobis(2-methylpropionitrile) (0.05 g) and carbon tetrachloride (25 mL) is heated at reflux for 75 min. After cooling to room temperature, the solids are removed by filtration. The filtrate is concentrated and the residue purified by chromatography eluting with cyclohexane-20% ethyl acetate. Product containing fractions are combined and concentrated to afford 5-bromo-2-bromomethylbenzonitrile (2.69 g, 38%). LC/MS: MS showed no parent molecular ion peak; RT 3.52 min.

후처리

  1. temperatureis heated
  2. temperatureat reflux for 75 min
  3. customthe solids are removed by filtration
  4. concentrationThe filtrate is concentrated
  5. customthe residue purified by chromatography
  6. washeluting with cyclohexane-20% ethyl acetate
  7. additionProduct containing fractions
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-88b50ee940064fe38590d9e5f5760b69
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08173682B2

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