Imidazole → 2-(1H-Imidazol-1-yl)-1-(4-(2-phenylethyl)phenyl)ethanone

HRID 1680649Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1680649
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.Cl[CH2:7][C:8]([C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:12][CH:11]=1)=[O:9].O>CN(C)C=O>[N:1]1([CH2:7][C:8]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:12][CH:11]=2)=[O:9])[CH:5]=[CH:4][N:3]=[CH:2]1

Komponenten

5

Edukt 3

HCID 795ImidazoleHCID 962WaterHCID 30087272-Chloro-1-[4-(2-phenylethyl)phenyl]ethan-1-one

Produkt 1

HCID 527582-(1H-Imidazol-1-yl)-1-(4-(2-phenylethyl)phenyl)ethanoneAusbeute 77,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution containing 3.4 g of imidazole in 5 ml of dimethylformamide, stirred at 0/+5° C., 2.58 g of 4-chloroacetyl-bibenzyl were slowly added. The reaction mixture was stirred for few minutes, then allowed to stand and then poured into water. The product thus formed was filtered off, purified by silica gel column chromatography (eluant: benzene/acetone) and then crystallized from ethyl acetate to give 2.24 g of the title compound melting at 134°-6° C. Yield 77%.

Aufarbeitung

  1. additionwere slowly added
  2. customThe product thus formed
  3. filtrationwas filtered off
  4. custompurified by silica gel column chromatography (eluant: benzene/acetone)
  5. customcrystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-e6e495a422b34154a5a1fc4db748d16f
Quelldatensatz
uspto-grants-1981_06
Patentnummer
US04275071

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