4-Chloroaniline → 1,2-Bis(4-chlorophenyl)-5-methylpyrrole

HRID 638797Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 638797
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH2:9][CH2:10][C:11](=O)[CH3:12])=[CH:4][CH:3]=1.[Cl:15][C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][CH:17]=1>C1C=CC=CC=1>[Cl:15][C:16]1[CH:22]=[CH:21][C:19]([N:20]2[C:11]([CH3:12])=[CH:10][CH:9]=[C:8]2[C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)=[CH:18][CH:17]=1

Komponenten

4

Edukt 2

HCID 78124-ChloroanilineHCID 51687791-(4-Chlorophenyl)pentane-1,4-dione

Produkt 1

HCID 4569171,2-Bis(4-chlorophenyl)-5-methylpyrroleAusbeute 39,45 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

A mixture of 1-(4-chlorophenyl)pentane-1,4-dione (5.0 g., 0.024 mol, as obtained in Step-1) and 4-chloroaniline (3.33 g, 0.026 mol) in benzene (5.0 ml) was refluxed either over molecular sieves or using a Dean Stark apparatus. After three hours, benzene was removed under reduced pressure and the residue dissolved in ethyl acetate, washed with water (2×100 ml.) and brine (1×50 ml). The ethyl acetate layer was dried over anhydrous sodium sulfate, and the solvent evaporated off. The solid so obtained was washed with hexane to give 2.83 g (39.45%) of the title compound.

Aufarbeitung

  1. temperaturewas refluxed either over molecular sieves
  2. custombenzene was removed under reduced pressure
  3. dissolutionthe residue dissolved in ethyl acetate
  4. washwashed with water (2×100 ml.) and brine (1×50 ml)
  5. dry with materialThe ethyl acetate layer was dried over anhydrous sodium sulfate
  6. customthe solvent evaporated off
  7. customThe solid so obtained
  8. washwas washed with hexane

Quellen und Nachweise

ORD-Eintrag
ord-5252293331a143d4a8dd3dfb52e85592
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691837B2

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