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

HRID 1059108Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1059108
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>[OH:32][CH2:31][C:6]1[N:5]=[CH:4][N:8]([C:15]([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)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:7]=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

3.99 g(29.6 mmol) of hydroxymethylimidazole hydrochloride was dissolved in a mixture of 30 ml of dimethylformamide and 10 ml triethylamine, and then a solution of 9.35 g(33.5 mmol) of triphenylmethyl chloride in 110 ml of dimethylformamide was added slowly thereto. After 2 hours, 500 ml of ice water was added to the reaction mixture to obtain a solid. This solid was recrystallized from dioxane to give 8.82 g(Yield 87%) of the title compound.

Aufarbeitung

  1. customto obtain a solid
  2. customThis solid was recrystallized from dioxane

Quellen und Nachweise

ORD-Eintrag
ord-f155fa57fb214cf08efaa0d6313b3478
Quelldatensatz
uspto-grants-2003_02
Patentnummer
US06518429B2

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