5-(Pyridin-2-yl)pent-4-yn-1-ol → 2-Pyridinepentanol

HRID 654936Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 654936
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]#[C:8][CH2:9][CH2:10][CH2:11][OH:12]>C(OCC)C.[Pd]>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][OH:12]

Komponenten

4

Edukt 1

HCID 109973535-(Pyridin-2-yl)pent-4-yn-1-ol

Produkt 1

HCID 143474782-Pyridinepentanol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A solution of 5-(2-pyridyl)-4-pentyn-1-ol (1 g, 6.2 mmol) in diethyl ether (15 ml) was hydrogenated over 10% palladium on carbon at room temperature for 16 h. The mixture was filtered through celite and the filtrate on evaporation gave an oil, which was flash chromatographed on silica using 80% ethyl acetate/chloroform. Fractions with Rf of about 0.06 on evaporation gave the title alcohol as a yellow oil.

Aufarbeitung

  1. filtrationThe mixture was filtered through celite
  2. customthe filtrate on evaporation
  3. customgave an oil, which
  4. customchromatographed on silica using 80% ethyl acetate/chloroform
  5. customFractions with Rf of about 0.06 on evaporation

Quellen und Nachweise

ORD-Eintrag
ord-8c36a7b54eb649aeb64e5b8168272bb1
Quelldatensatz
uspto-grants-1992_07
Patentnummer
US05134128

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