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1,3-Dichlorobenzene → HCID 23369785, Verbindung

HRID 1900785
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1900785
C([O:3][C:4]1[CH:5]=[CH:6][C:7]([CH3:18])=[C:8]([NH:10][C:11](=[O:17])[C:12](=O)[CH:13]([CH3:15])C)[CH:9]=1)C.[Cl-].[Al+3].[Cl-].[Cl-].Cl[C:24]1C=CC=C(Cl)C=1>>[OH:3][C:4]1[CH:5]=[CH:6][C:7]([CH3:18])=[C:8]2[C:9]=1[C:13]([CH3:15])=[C:12]([CH3:24])[C:11](=[O:17])[NH:10]2
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 3

HCID 109431,3-DichlorobenzeneHCID 6451240Aluminum(III) ChlorideHCID 23369854HCID 23369854, Verbindung

Produkt 1

HCID 23369785HCID 23369785, VerbindungAusbeute 46,2 %

Versuchsvorschrift

N-(5-ethoxy-2-methylphenyl)-2-oxo-3-methylbutanamide (8.8 g, 35.3 mmol) was dissolved in m-dichlorobenzene (100 ml). Aluminum chloride (20.6 g, 155 mmol) was added to the solution, and the mixture was placed in a bath of 100° C. and stirred for 1.5 hours. The reaction mixture was poured in ice--water, and the precipitate was collected by filtration. To the filtrate, a mixture of chloroform--methanol (5:1) was added. The organic phase was extracted, and dried. The solvent was distilled off under reduced pressure. The resultant residue was recrystallized from methanol--ether to obtain 3.3 g in total of the title compound as yellow powder (46.2%).

Aufarbeitung

  1. customthe mixture was placed in a bath of 100° C.
  2. additionThe reaction mixture was poured in ice
  3. filtrationwater, and the precipitate was collected by filtration
  4. additionTo the filtrate, a mixture of chloroform--methanol (5:1)
  5. additionwas added
  6. extractionThe organic phase was extracted
  7. customdried
  8. distillationThe solvent was distilled off under reduced pressure
  9. customThe resultant residue was recrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-036940b505bd4ca183e6b702c105e786
Quelldatensatz
uspto-grants-1996_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05576324

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