Imidazole → HCID 67346559, Verbindung

HRID 1669428Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1669428
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[CH2:10][OH:11].N1C=CN=C1.[CH:17]([Si:20](Cl)([CH:24]([CH3:26])[CH3:25])[CH:21]([CH3:23])[CH3:22])([CH3:19])[CH3:18]>CN(C=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[CH2:10][O:11][Si:20]([CH:24]([CH3:26])[CH3:25])([CH:21]([CH3:23])[CH3:22])[CH:17]([CH3:19])[CH3:18]

Komponenten

5

Edukt 3

HCID 795ImidazoleHCID 139400Triisopropylsilyl chlorideHCID 10867706(2-Bromo-5-methoxyphenyl)methanol

Produkt 1

HCID 67346559HCID 67346559, VerbindungAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

(2-Bromo-5-methoxyphenyl)methanol (1 eq) was dissolved in anhydrous DMF (1.1M solution) and imidazole (1.05 eq) was added. To the stirred solution triisopropylsilyl chloride (1.1 eq) was added and the resulting mixture was stirred at RT for 8 h. All volatiles were evaporated in vacuo and the residual material was filtered with PE/EtOAc (9:1) over a pad of silica gel. After evaporation in vacuo the product was obtained as a colourless oil (94%), which was used without further characterization in the next reaction.

Aufarbeitung

  1. customAll volatiles were evaporated in vacuo
  2. filtrationthe residual material was filtered with PE/EtOAc (9:1) over a pad of silica gel
  3. customAfter evaporation in vacuo the product

Quellen und Nachweise

ORD-Eintrag
ord-a0c41e985ad54374be12de9a9bfa83de
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07989438B2

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