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Benzoyl Peroxide → 4-(4-Bromomethylphenyl)butyl tert-butyldimethylsilyl ether

HRID 1516082
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HRID 1516082 반응식
[Si:1]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[Br:20]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Si:1]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[CH:14]=[CH:15][C:16]([CH2:19][Br:20])=[CH:17][CH:18]=1)([C:4]([CH3:6])([CH3:5])[CH3:7])([CH3:2])[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 596786264-(4-Methylphenyl)butyl tert-butyldimethylsilyl ether

생성물 1

HCID 596786244-(4-Bromomethylphenyl)butyl tert-butyldimethylsilyl ether

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

To a 50 ml round bottom flask is added 4-(4-methylphenyl)butyl tert-butyldimethylsilyl ether (0.25 g, 0.89 mmol), N-bromosuccinimide (0.158 g, 0.89 mmol), benzoyl peroxide (2.17 mg, 0.0089 mmol) and 10 ml carbon tetrachloride. This mixture is refluxed overnight after which it is cooled and filtered. The filtrate is concentrated and the resulting crude residue is purified by flash chromatography in ethyl acetate-hexanes to afford the product.

후처리

  1. temperatureThis mixture is refluxed overnight after which it
  2. temperatureis cooled
  3. filtrationfiltered
  4. concentrationThe filtrate is concentrated
  5. customthe resulting crude residue is purified by flash chromatography in ethyl acetate-hexanes
  6. customto afford the product

출처 및 근거

ORD 기록
ord-dbdfc5dcf1f040208d79d1ad0c178000
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08226929B2

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