2-Furan-3-yl-5-hydroxy-benzonitrile → 3-Aminomethyl-4-furan-3-yl-phenol

HRID 2236427Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2236427
[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][C:7]=2[C:8]#[N:9])=[CH:2]1>CCO.[Ni]>[NH2:9][CH2:8][C:7]1[CH:10]=[C:11]([OH:14])[CH:12]=[CH:13][C:6]=1[C:3]1[CH:4]=[CH:5][O:1][CH:2]=1

Komponenten

4

Edukt 1

HCID 593001112-Furan-3-yl-5-hydroxy-benzonitrile

Produkt 1

HCID 593002373-Aminomethyl-4-furan-3-yl-phenolAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

The 2-Furan-3-yl-5-hydroxy-benzonitrile obtained above is dissolved in EtOH and to which Raney Ni (1 g of suspension in water) is added. The mixture is then subjected to hydrogenation under H2 (50 psi) for 24 hours. After which Raney Ni is filtered off from celite and EtOH is removed to provide the title compound (40 mg, 72% for two steps). MS (ESI): 190 (M+1)+1, 173 (M+1-NH3)+1.

Aufarbeitung

  1. additionis added
  2. filtrationAfter which Raney Ni is filtered off from celite and EtOH
  3. customis removed

Quellen und Nachweise

ORD-Eintrag
ord-5d8dbbbb82024049b6a36d5dd8dfd73f
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07713994B2

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