{4-[5-(2-Chlorobiphenyl-4-yl)-[1,2,4]-oxadiazol-3-yl]-phenyl}-methanol → 4-[5-(2-Chlorobiphenyl-4-yl)-[1,2,4]-oxadiazol-3-yl]-benzaldehyde

HRID 1777369Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1777369
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[Cl:12][C:13]1[CH:18]=[C:17]([C:19]2[O:23][N:22]=[C:21]([C:24]3[CH:29]=[CH:28][C:27]([CH2:30][OH:31])=[CH:26][CH:25]=3)[N:20]=2)[CH:16]=[CH:15][C:14]=1[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>ClCCl>[Cl:12][C:13]1[CH:18]=[C:17]([C:19]2[O:23][N:22]=[C:21]([C:24]3[CH:29]=[CH:28][C:27]([CH:30]=[O:31])=[CH:26][CH:25]=3)[N:20]=2)[CH:16]=[CH:15][C:14]=1[C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1

Komponenten

4

Edukt 2

HCID 70869544{4-[5-(2-Chlorobiphenyl-4-yl)-[1,2,4]-oxadiazol-3-yl]-phenyl}-methanolHCID 178418287HCID 178418287, Verbindung

Produkt 1

HCID 867151454-[5-(2-Chlorobiphenyl-4-yl)-[1,2,4]-oxadiazol-3-yl]-benzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Pyridiniumchlorochromate (3.6 g, 0.017 mol) is added to a solution of {4-[5-(2-chlorobiphenyl-4-yl)-[1,2,4]-oxadiazol-3-yl]-phenyl}-methanol (4.0 g, 0.011 mol) in dichloromethane (40 mL). The reaction mixture is stirred at room temperature for 30 minutes, filtered and washed with dichloromethane (40 mL). Filtrate is concentrated under reduced pressure to give crude which is purified by column chromatography (230; 400 mesh: 9.5:0.5 toluene:ethyl acetate) to yield 4-[5-(2-chlorobiphenyl-4-yl)-[1,2,4]-oxadiazol-3-yl]-benzaldehyde.

Aufarbeitung

  1. filtrationfiltered
  2. washwashed with dichloromethane (40 mL)
  3. concentrationFiltrate is concentrated under reduced pressure
  4. customto give crude which
  5. customis purified by column chromatography (230; 400 mesh: 9.5:0.5 toluene:ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-d7a052f0dc084490a71bb912ab50e8a8
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09266867B2

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