Methanol → 4'-Nitrobiphenyl-4-carboxaldehyde

HRID 2052779Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2052779
[H-].C([Al+]CC(C)C)C(C)C.[N+:11]([C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:27]=[CH:26][C:23]([C:24]#N)=[CH:22][CH:21]=2)=[CH:16][CH:15]=1)([O-:13])=[O:12].C[OH:29].O>C1(C)C=CC=CC=1>[N+:11]([C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:27]=[CH:26][C:23]([CH:24]=[O:29])=[CH:22][CH:21]=2)=[CH:16][CH:15]=1)([O-:13])=[O:12]

Komponenten

6

Edukt 4

HCID 887MethanolHCID 962WaterHCID 52001084-Cyano-4'-nitrodiphenylHCID 21225700Diisobutylaluminumhydride

Produkt 1

HCID 27635864'-Nitrobiphenyl-4-carboxaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

1 M solution (1.2 ml, 1.22 mmol) of diisobutylaluminum hydride in toluene was slowly added to a solution (10 ml) of 4-(4-nitrophenyl)benzonitrile (224 mg, 1 mmol) in toluene at room temperature, and they were stirred for 1 hour. After cooling to 0° C., methanol (0.4 ml) and water (0.4 ml) were slowly added to the obtained mixture, and they were stirred. The reaction mixture was dried over sodium sulfate. After the purification by the silica gel column chromatography (ethyl acetate/hexane), 4-(4-nitrophenyl)benzaldehyde was obtained in the form of a yellow solid (yield: 127 mg, 56%).

Aufarbeitung

  1. stirringwere stirred
  2. dry with materialThe reaction mixture was dried over sodium sulfate
  3. customAfter the purification by the silica gel column chromatography (ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-3d62fca8bd3f49f3a8d9d43f74692b1f
Quelldatensatz
uspto-grants-2008_02
Patentnummer
US07326701B2

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