Dimethylformamide → [1-(triphenylmethyl)-1H-imidazol-4-yl]methanol

HRID 1934809Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1934809
Cl.OC[C:4]1[NH:5][CH:6]=[CH:7][N:8]=1.[C:9]1([C:15](Cl)([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.CN(C)[CH:31]=[O:32]>C(N(CC)CC)C>[C:15]([N:5]1[CH:6]=[C:7]([CH2:31][OH:32])[N:8]=[CH:4]1)([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Komponenten

5

Edukt 3

HCID 6228Dimethylformamide2×HCID 6456Trityl chlorideHCID 2776278(1H-imidazol-2-yl)methanol hydrochloride

Produkt 1

HCID 382182[1-(triphenylmethyl)-1H-imidazol-4-yl]methanolAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

7.98 g(59.2 mmol) of hydroxymethyl imidazole hydrochloride was dissolved in a solvent mixture of 60 ml of dimethylformamide and 20 ml of triethylamine. 200 ml of dimethylformamide solution containing 18.7 g (67 mmol) of triphenylmethyl chloride was added slowly thereto. After 2 hours, 1000 ml of ice water was added thereto to obtain a solid. This solid was recrystallized from dioxane to give 17.6 g of the title compound(Yield 87%, MW 340).

Aufarbeitung

  1. additionwas added slowly
  2. customto obtain a solid
  3. customThis solid was recrystallized from dioxane

Quellen und Nachweise

ORD-Eintrag
ord-6a15fc1d300942609994586b81944e33
Quelldatensatz
uspto-grants-2002_05
Patentnummer
US06384061B1

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