Imidazole → HCID 67346559, Verbindung

HRID 1518247Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1518247
[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 left stirring 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 colorless oil (94%), which was used without further characterization in the next reaction.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-46649b618eff41dc8a2be2d8f73d2e6b
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08232390B2

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