Imidazole → Silane, (4-bromophenoxy)(1,1-dimethylethyl)diphenyl-

HRID 840404

Reaktionsgleichung

Reaktionsgleichung von HRID 840404
CN(C)C=O.N1C=CN=C1.[CH3:11][C:12]([Si:15]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)Cl)([CH3:14])[CH3:13].[Br:29][C:30]1[CH:35]=[CH:34][C:33]([OH:36])=[CH:32][CH:31]=1>C1CCCCC1.CCOC(C)=O.CCCCC.C(OCC)(=O)C.O>[Br:29][C:30]1[CH:35]=[CH:34][C:33]([O:36][Si:15]([C:12]([CH3:14])([CH3:13])[CH3:11])([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:32][CH:31]=1

Komponenten

9

Edukt 4

HCID 795ImidazoleHCID 6228DimethylformamideHCID 78084-BromophenolHCID 94078tert-Butyldiphenylchlorosilane

Produkt 1

HCID 11292808Silane, (4-bromophenoxy)(1,1-dimethylethyl)diphenyl-

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 962WaterLösungsmittelHCID 8003PentaneLösungsmittelHCID 8857Ethyl AcetateLösungsmittelHCID 21867204Cyclohexane ethylacetateLösungsmittel

Versuchsvorschrift

400 ml of dimethylformamide, 31.18 g of imidazole and 125.89 g of 1,1-dimethyl-ethyl-diphenyl-chlorosilane are added under an inert atmosphere and at ambient temperature to 80.89 g of parabromophenol, then the solution obtained is agitated for 2 hours. The reaction medium is poured into 2 liters of water, precipitation is observed, the solid is solubilized with ethyl acetate and the aqueous phase is extracted with ethyl acetate, the combined organic phases are dried and evaporated under reduced pressure until an oil is obtained. Pentane is added and crystallization is observed. After filtration and drying the precipitate 179.24 g of expected product is obtained. RF: 0.53 (thin layer chromatography, support: silica, eluant cyclohexane/AcOEt 95/5).

Aufarbeitung

  1. customthe solution obtained
  2. extractionthe aqueous phase is extracted with ethyl acetate
  3. customthe combined organic phases are dried
  4. customevaporated under reduced pressure until an oil
  5. customis obtained
  6. customcrystallization
  7. filtrationAfter filtration
  8. dry with materialdrying the precipitate 179.24 g of expected product
  9. customis obtained

Quellen und Nachweise

ORD-Eintrag
ord-47d6756f54934686a60a341aebee27eb
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06365775B1

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