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Azobisisobutyronitrile → 4-Bromo-2-bromomethyl-benzoic acid isopropyl ester

HRID 1869959
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HRID 1869959 반응식
[CH:1]([O:4][C:5](=[O:14])[C:6]1[CH:11]=[CH:10][C:9]([Br:12])=[CH:8][C:7]=1[CH3:13])([CH3:3])[CH3:2].[Br:15]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)(Cl)Cl>[CH:1]([O:4][C:5](=[O:14])[C:6]1[CH:11]=[CH:10][C:9]([Br:12])=[CH:8][C:7]=1[CH2:13][Br:15])([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 225688974-Bromo-2-methyl-benzoic acid isopropyl ester2회

생성물 1

HCID 574242524-Bromo-2-bromomethyl-benzoic acid isopropyl ester수율 64%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

A solution of 4-bromo-2-methyl-benzoic acid isopropyl ester (Intermediate 117, 6.12 g, 23.8 mmol) in carbon tetrachloride (120 mL) was treated with N-bromosuccinimide (4.6 g, 26.18 mmol) and 2,2′-azobisisobutyronitrile (0.6 g) and the resulting reaction mixture was refluxed overnight. It was cooled to ambient temperature, the solids were filtered off and washed with 1:1 hexane:diethyl ether, and the filtrate and washings were evaporated in vacuo to afford an oil (5.1 g, 64%) that was used as such for the next step.

후처리

  1. customthe resulting reaction mixture
  2. temperaturewas refluxed overnight
  3. filtrationthe solids were filtered off
  4. washwashed with 1:1 hexane
  5. customdiethyl ether, and the filtrate and washings were evaporated in vacuo

출처 및 근거

ORD 기록
ord-38a9bf36df484be18bcaa797bdf5fe65
출처 데이터셋
uspto-grants-2009_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07638648B2

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