Diethyl Ether → 3-(2,4-Dichlorophenyl)-2-(4-chlorophenyl)propanal

HRID 1160688Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1160688
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][CH:10]([C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=1)[CH2:11][OH:12].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.CCOCC>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][CH:10]([C:13]1[CH:14]=[CH:15][C:16]([Cl:19])=[CH:17][CH:18]=1)[CH:11]=[O:12]

Komponenten

5

Edukt 3

HCID 3283Diethyl EtherHCID 12391212HCID 12391212, VerbindungHCID 178418287HCID 178418287, Verbindung

Produkt 1

HCID 222703593-(2,4-Dichlorophenyl)-2-(4-chlorophenyl)propanal

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 3-(2,4-dichlorophenyl)-2-(4-chorophenyl)propanol (Step B, 0.89 g, 2.8 mmol) in 20 mL CH2Cl2 was added crushed activated molecular sieves (4 g). After stirring at room temperature for 10 min, pyridinium chlorochromate (0.90 g, 4.2 mmol) was added. After stirring at room temperature for 1 h, CELITE diatomaceous earth (4 g) was added followed by 100 mL ether. The resulting mixture was filtered through a silica gel pad, which was washed with ether (2×50 mL). The filtrate was concentrated to dryness and azeotroped with toluene to give the title compound, which was used without further purification.

Aufarbeitung

  1. customcrushed activated molecular sieves (4 g)
  2. stirringAfter stirring at room temperature for 1 h
  3. additionCELITE diatomaceous earth (4 g) was added
  4. filtrationThe resulting mixture was filtered through a silica gel pad, which
  5. washwas washed with ether (2×50 mL)
  6. concentrationThe filtrate was concentrated to dryness
  7. customazeotroped with toluene

Quellen und Nachweise

ORD-Eintrag
ord-6e508a62da4440ea8cd09c981f29c57e
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07816534B2

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