Dodec-3-yn-1-ol → 3-Dodecen-1-ol, (3Z)-

HRID 1388879Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1388879
[CH2:1]([OH:13])[CH2:2][C:3]#[C:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[H][H]>[Pd].CC([O-])=O.CC([O-])=O.[Pb+2].C(OCC)(=O)C>[CH2:1]([OH:13])[CH2:2]/[CH:3]=[CH:4]\[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Komponenten

5

Edukt 2

HCID 4108965Dodec-3-yn-1-olHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 53646263-Dodecen-1-ol, (3Z)-Ausbeute 91,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 131709914Lindlars catalystKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 3.20 g (17.5 mmoles) of 3-dodecyn-1-ol in 35 ml. of ethyl acetate was added 0.300 g of Lindlar catalyst (Lindlar, Helvetica Chimica Acta 35, 450 (1952)). The hydrogenation was carried out at atmospheric pressure with stirring. When the theoretical quantity of hydrogen had been taken up, the hydrogenation was stopped and the reaction mixture was filtered through Celite. After removal of the solvent, in vacuo, the residue was evaporatively distilled under reduced pressure to afford 2.95 g (91.6%) of (Z)-3-dodecen-1-ol as an oil.

Aufarbeitung

  1. filtrationthe reaction mixture was filtered through Celite
  2. customAfter removal of the solvent
  3. distillationin vacuo, the residue was evaporatively distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-de7720d0f0d840a1bc1fb8d8b5d540fd
Quelldatensatz
uspto-grants-1984_02
Patentnummer
US04434101

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