Water → HCID 10119952, Verbindung

HRID 2216706Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2216706
[CH:1]1([N:7]2[C:11]3[CH:12]=[CH:13][C:14]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:15][C:10]=3[N:9]=[C:8]2[C:21]2[CH:26]=[CH:25][C:24]([O:27][C:28]3[CH:33]=[CH:32][CH:31]=[C:30]([OH:34])[CH:29]=3)=[CH:23][CH:22]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Na+].Cl.Cl[CH2:39][C:40]1[CH:45]=[CH:44][N:43]=[CH:42][CH:41]=1.O>CN(C)C=O>[CH:1]1([N:7]2[C:11]3[CH:12]=[CH:13][C:14]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:15][C:10]=3[N:9]=[C:8]2[C:21]2[CH:22]=[CH:23][C:24]([O:27][C:28]3[CH:33]=[CH:32][CH:31]=[C:30]([O:34][CH2:39][C:40]4[CH:45]=[CH:44][N:43]=[CH:42][CH:41]=4)[CH:29]=3)=[CH:25][CH:26]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Komponenten

6

Edukt 4

HCID 962WaterHCID 24758Sodium hydrideHCID 745704-(Chloromethyl)pyridinium chlorideHCID 10139190HCID 10139190, Verbindung

Produkt 1

HCID 10119952HCID 10119952, VerbindungAusbeute 82,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Ethyl 1-cyclohexyl-2-[4-(3-hydroxyphenyloxy)phenyl]-benzimidazole-5-carboxylate (78 g) obtained in Example 28 was suspended in dimethylformamide (800 ml), and sodium hydride (60% oil, 14 g) was added under ice-cooling. The mixture was stirred for 1 hr at room temperature. After the reaction mixture was ice-cooled, 4-chloromethylpyridine hydrochloride (29 g) was added and the mixture was stirred for 30 min. The mixture was then stirred overnight at room temperature. Water was added to the reaction mixture and the precipitated crystals were collected by filtration. The resulting crystals were recrystallized from ethyl alcohol to give the title compound (77 g, yield 82%).

Aufarbeitung

  1. temperaturecooling
  2. temperaturecooled
  3. stirringthe mixture was stirred for 30 min
  4. stirringThe mixture was then stirred overnight at room temperature
  5. filtrationthe precipitated crystals were collected by filtration
  6. customThe resulting crystals were recrystallized from ethyl alcohol

Quellen und Nachweise

ORD-Eintrag
ord-1e677b76301144dd943f63bfbe5369ad
Quelldatensatz
uspto-grants-2006_09
Patentnummer
US07112600B1

Notizen zur Reaktion

Wird geladen…