HCID 23103640, Verbindung → 4-(4-Ethylbenzyl)-3-hydroxypyridine

HRID 2116484Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2116484
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:11]2[CH:16]=[CH:15][N:14]=[CH:13][C:12]=2[OH:17])O)=[CH:5][CH:4]=1)[CH3:2]>[Pd].C(O)(=O)C>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:11]2[CH:16]=[CH:15][N:14]=[CH:13][C:12]=2[OH:17])=[CH:5][CH:4]=1)[CH3:2]

Komponenten

4

Edukt 1

HCID 23103640HCID 23103640, Verbindung

Produkt 1

HCID 231036434-(4-Ethylbenzyl)-3-hydroxypyridineAusbeute 40 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Next, to a mixture of (4-ethylphenyl)-(3-hydroxypyridin-4-yl)-methanol (10.54 g, 46.0 mmol) and acetic acid (100 ml), 5% palladium/carbon (5.0 g) was added and stirred under a hydrogen atmosphere at room temperature for 7 hours. After filtration to remove the insoluble materials, the filtrate was concentrated under reduced pressure and the resulting residue was recrystallized (ethyl acetate) to give the titled compound (3.91 g, 40%) as a colorless powder. Moreover, the mother liquor was purified by NH silica gel column chromatography (chloroform:methanol=20:1) to give 4-(4-ethylbenzyl)-3-hydroxypyridine (4.55 g, 46%) as a light-brown powder.

Aufarbeitung

  1. additionwas added
  2. filtrationAfter filtration
  3. customto remove the insoluble materials
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customthe resulting residue was recrystallized (ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-1bf123a11d6440c39ae6436454dcd890
Quelldatensatz
uspto-grants-2008_10
Patentnummer
US07439232B2

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