Methanol → 4-Amino-2-hydroxybenzonitrile

HRID 1800486Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1800486
[OH:1][C:2]1[CH:9]=[C:8]([N+:10]([O-])=O)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].CO>O1CCCC1.[C].[Pd]>[NH2:10][C:8]1[CH:7]=[CH:6][C:3]([C:4]#[N:5])=[C:2]([OH:1])[CH:9]=1

Komponenten

5

Edukt 2

HCID 887MethanolHCID 2861482-Hydroxy-4-nitrobenzonitrile

Produkt 1

HCID 124686824-Amino-2-hydroxybenzonitrileAusbeute 97,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 2-hydroxy-4-nitrobenzonitrile (3.98 g, 24.25 mmol) in tetrahydrofuran (17 mL) were added methanol (70 mL) and 10% palladium-carbon (460 mg), and the mixture was stirred at room temperature for 14 hr under a hydrogen atmosphere (2.5 atm). The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure to give the title compound (3.16 g, 97%) as a brown oil. This was used for the next reaction without further purification.

Aufarbeitung

  1. filtrationThe insoluble material was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-742065b393cd4846ab33100168bcbd8f
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08344135B2

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