(2-Methyl-4-nitrophenyl)(pyridin-2-yl)methanol → (4-Amino-2-methylphenyl)(pyridin-2-yl)methanol

HRID 856600Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 856600
[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[CH:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=1)[OH:12]>C(O)C.[C].[Pd]>[NH2:8][C:6]1[CH:5]=[CH:4][C:3]([CH:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)[OH:12])=[C:2]([CH3:1])[CH:7]=1

Komponenten

4

Edukt 1

HCID 11447916(2-Methyl-4-nitrophenyl)(pyridin-2-yl)methanol

Produkt 1

HCID 11390249(4-Amino-2-methylphenyl)(pyridin-2-yl)methanolAusbeute 57,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

(2-methyl-4-nitrophenyl)(pyridin-2-yl)methanol (0.83 g) was dissolved in ethanol (50 ml), and the solution was reduced by catalytic hydrogenation overnight with 10% palladium-carbon of 50% hydration (50 mg). The catalyst was removed, and the solvent of the filtrate was distilled off and the residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/hexane), to give (4-amino-2-methylphenyl)(pyridin-2-yl)methanol (0.42 g) as colorless crystals.

Aufarbeitung

  1. customThe catalyst was removed
  2. distillationthe solvent of the filtrate was distilled off
  3. customthe residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-252ad9f0929049c2acb66c8a599eb8a0
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07262185B2

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