Imidazole → 4-(4-Chlorophenyl)-1-(imidazol-1-yl)butan-2-one

HRID 354590Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 354590
Cl[CH2:2][C:3](=[O:13])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1.[NH:14]1[CH:18]=[CH:17][N:16]=[CH:15]1.O>CN(C)C=O>[Cl:12][C:9]1[CH:10]=[CH:11][C:6]([CH2:5][CH2:4][C:3](=[O:13])[CH2:2][N:14]2[CH:18]=[CH:17][N:16]=[CH:15]2)=[CH:7][CH:8]=1

Komponenten

5

Edukt 3

HCID 795ImidazoleHCID 962WaterHCID 128164651-Chloro-4-(4-chlorophenyl)butan-2-one

Produkt 1

HCID 110103354-(4-Chlorophenyl)-1-(imidazol-1-yl)butan-2-oneAusbeute 79,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

1-Chloro-4-(4-chlorophenyl)-2-butanone (110 g) was added portionwise over half an hour to a stirred suspension of imidazole (175 g) in dimethylformamide (150 ml) at 0° C. and the mixture stirred overnight at ambient temperature. The resulting solution was poured into water (1500 ml) with seeding at the first sign of turbidity, and the precipitate filtered off and washed well with water and hexane. Chromatography of the product on silica gel (1 Kg.), eluting with 7% methanol in methylene chloride gave 100 g of 1-[4-(4-chlorophenyl)butan-2-on-1-yl]imidazole.

Aufarbeitung

  1. filtrationthe precipitate filtered off
  2. washwashed well with water and hexane
  3. washChromatography of the product on silica gel (1 Kg.), eluting with 7% methanol in methylene chloride

Quellen und Nachweise

ORD-Eintrag
ord-7b869343bf794572aeabfe544ed4dde3
Quelldatensatz
uspto-grants-1983_03
Patentnummer
US04375474

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