Chloromethyl(4-phenylphenyl)divinylsilane → Divinyl(1H-imidazol-1-ylmethyl)(4-phenylphenyl)silane

HRID 371315Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 371315
Cl[CH2:2][Si:3]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:10][CH:9]=1)([CH:6]=[CH2:7])[CH:4]=[CH2:5].[NH:20]1[CH:24]=[CH:23][N:22]=[CH:21]1.[K]>C1(C)C=CC=CC=1.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[CH:4]([Si:3]([CH:6]=[CH2:7])([CH2:2][N:20]1[CH:24]=[CH:23][N:22]=[CH:21]1)[C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:10][CH:9]=1)=[CH2:5]

Komponenten

5

Edukt 2

HCID 20273719Chloromethyl(4-phenylphenyl)divinylsilaneHCID 67086713Potassium imidazole

Produkt 1

HCID 13489959Divinyl(1H-imidazol-1-ylmethyl)(4-phenylphenyl)silane

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 74236Tetrabutylammonium BromideKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a solution of 1.14 g (0.004 mol) of chloromethyl(4-phenylphenyl)divinylsilane in 10 ml of toluene is added 0.54 g (0.005 mol) of potassium imidazole and 0.05 g of tetrabutylammonium bromide. The mixture is refluxed under nitrogen for two days, cooled, diluted with ether-hexanes, and washed with water and brine. Removal of solvent gives an oil which is purified by silica gel chromatography, eluting with 9:1 dichloromethane-ether, to give the title compound.

Aufarbeitung

  1. temperatureThe mixture is refluxed under nitrogen for two days
  2. temperaturecooled
  3. washwashed with water and brine
  4. customRemoval of solvent
  5. customgives an oil which
  6. customis purified by silica gel chromatography
  7. washeluting with 9:1 dichloromethane-ether

Quellen und Nachweise

ORD-Eintrag
ord-9f4c7b118be645d997e352a54cb7baa0
Quelldatensatz
uspto-grants-1985_07
Patentnummer
US04530922

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