Imidazole → ((5-Bromopentyl)oxy)(tert-butyl)dimethylsilane

HRID 361689

Reaktionsgleichung

Reaktionsgleichung von HRID 361689
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][OH:7].N1C=CN=C1.[C:13]([Si:17]([CH3:20])([CH3:19])Cl)([CH3:16])([CH3:15])[CH3:14].O>O1CCCC1.C(OCC)C>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][Si:17]([C:13]([CH3:16])([CH3:15])[CH3:14])([CH3:20])[CH3:19]

Komponenten

7

Edukt 4

HCID 795ImidazoleHCID 962WaterHCID 28928tert-Butyldimethylsilyl chlorideHCID 1187091-Pentanol, 5-bromo-

Produkt 1

HCID 14381200((5-Bromopentyl)oxy)(tert-butyl)dimethylsilaneAusbeute 89,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A solution of 28 g of crude 5-bromo-1-pentanol in 144 ml of tetrahydrofuran is mixed with 24 g of imidazole. Then, a solution of 30.3 g of tert-butyldimethylchlorosilane in 46 ml of tetrahydrofuran is added in drops, and it is stirred for 4 hours at room temperature. The reaction mixture is poured into water, shaken out with diethyl ether, the organic phase is washed 4 times with water, dried on sodium sulfate and concentrated by evaporation. The crude product is chromatographed on silica gel with hexane/diethyl ether. 42 g of the title compound is obtained as a colorless liquid.

Aufarbeitung

  1. washthe organic phase is washed 4 times with water
  2. customdried on sodium sulfate
  3. concentrationconcentrated by evaporation
  4. customThe crude product is chromatographed on silica gel with hexane/diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-0281aa91382f4d6b96d561ba643d1119
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05866560

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