Thionyl Chloride → HCID 19744543, Verbindung

HRID 2242361Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2242361
S(Cl)([Cl:3])=O.[N:5]1([C:10]2[CH:11]=[C:12]([CH2:16]O)[CH:13]=[CH:14][CH:15]=2)[CH:9]=[CH:8][N:7]=[CH:6]1>CN(C=O)C>[Cl:3][CH2:16][C:12]1[CH:11]=[C:10]([N:5]2[CH:9]=[CH:8][N:7]=[CH:6]2)[CH:15]=[CH:14][CH:13]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 197444983-(1H-Imidazol-1-yl)benzenemethanol

Produkt 1

HCID 19744543HCID 19744543, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Thionyl chloride (4.0 ml, 54.0 mmol) was added to a solution of (3-imidazol-1-yl-phenyl)-methanol (3.17 g, 17.0 mmol) in DMF (50 ml) and the reaction stirred at room temperature for 40 h. The solvent was evaporated, the residue diluted with DCM and washed with water, neutralised with aqueous sodium bicarbonate (pH 9-10) and then extracted with DCM (3×). The organic phase was dried over sodium sulfate, filtered and concentrated to give 1-(3-chloromethyl-phenyl)-1H-imidazole as an orange oil (5.3 g, crude contaminated with DMF).

Aufarbeitung

  1. customThe solvent was evaporated
  2. additionthe residue diluted with DCM
  3. washwashed with water
  4. extractionextracted with DCM (3×)
  5. dry with materialThe organic phase was dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-a6cc3b32698a402ab41ee8462d5c99e9
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07671080B2

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