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Water → HCID 11543588, Verbindung

HRID 230393
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 230393
C[C:2]#[N:3].[CH2:4]([Li])CCC.[Cl:9][C:10]1[C:21]([Cl:22])=[CH:20][C:13]2[NH:14][C:15]([C:17](=[O:19])[CH3:18])=[N:16][C:12]=2[CH:11]=1.O>C1COCC1>[Cl:22][C:21]1[C:10]([Cl:9])=[CH:11][C:12]2[NH:16][C:15]([C:17]([OH:19])([CH3:4])[CH2:18][C:2]#[N:3])=[N:14][C:13]=2[CH:20]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962WaterHCID 6342AcetonitrileHCID 534071411-(5,6-Dichloro-1H-benzimidazol-2-yl)ethan-1-oneHCID 178418339Butyllithium

Produkt 1

HCID 11543588HCID 11543588, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028Tetrahydrofuran
Lösungsmittel
2×

Reaktionsbedingungen

Temperatur
-78 °C

Versuchsvorschrift

CH3CN was added to a solution of n-butyl lithium in THF (8 ml) at −78° C. and the mixture was stirred at −78° C. for 45 minutes. To this solution was added 1-(5,6-dichloro-1H-benzimidazol-2-yl)-ethanone in THF (6 ml) and the resulting mixture was stirred at −78° C. for an addition ½ hour. After stirring at 0° C. for 6 hrs, water was added, the resulting solution was extracted with EtOAc, the organic layer was washed with brine and then dried over anhydrous Na2SO4. Solvent was distilled off under reduced pressure. Column chromatography (silica gel, EtOAc/hexanes 10% to 50%) yielded the title product as an off-white solid.

Aufarbeitung

  1. stirringthe resulting mixture was stirred at −78° C. for an addition ½ hour
  2. stirringAfter stirring at 0° C. for 6 hrs
  3. extractionthe resulting solution was extracted with EtOAc
  4. washthe organic layer was washed with brine
  5. dry with materialdried over anhydrous Na2SO4
  6. distillationSolvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-63c49e94f93441ec98adfa475306747b
Quelldatensatz
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07566733B2

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