Trityl chloride → 2-methyl-1-trityl-1H-imidazole-4-carbaldehyde

HRID 216320Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 216320
C(N(CC)CC)C.[C:8](Cl)([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[CH3:28][C:29]1[NH:30][CH:31]=[C:32]([CH:34]=[O:35])[N:33]=1>C(Cl)Cl>[CH3:28][C:29]1[N:30]([C:8]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:31]=[C:32]([CH:34]=[O:35])[N:33]=1

Komponenten

5

Edukt 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 178418999HCID 178418999, Verbindung

Produkt 1

HCID 150519362-methyl-1-trityl-1H-imidazole-4-carbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

Triethylamine (5.1 mL, 36.3 mmol) followed by trityl chloride (7.6 g, 27.2 mmol) were added to an ambient temperature solution of 2-methyl-1H-imidazole-4-carboxaldehyde (2 g, 18.2 mmol) in methylene chloride (20 mL). After stirring at ambient temperature overnight, the reaction was diluted with methylene chloride and washed with water and brine, dried (sodium sulfate) and concentrated in vacuo. Chromatography over silica eluting with 30-70% ethyl acetate/hexane afforded 2-methyl-1-trityl-1H-imidazole-4-carboxaldehyde.

Aufarbeitung

  1. washwashed with water and brine
  2. dry with materialdried (sodium sulfate)
  3. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-77d7b4c5aa4f48f5b43d49e545abc6b9
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08193228B2

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