Methanol → E-5-Decen-1-ol

HRID 2122093

Reaktionsgleichung

Reaktionsgleichung von HRID 2122093
C([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH:9]=[CH:10][CH2:11][CH2:12][CH2:13][CH3:14])(=O)C.CO.[OH-].[Na+]>CCCCCC>[CH2:5]([OH:4])[CH2:6][CH2:7][CH2:8][CH:9]=[CH:10][CH2:11][CH2:12][CH2:13][CH3:14]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 38027Dec-5-enyl acetate

Produkt 1

HCID 92458E-5-Decen-1-olAusbeute 89,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8058HexaneLösungsmittel

Versuchsvorschrift

A portion of the 5-decenyl acetate can be removed and converted to the corresponding alcohol according to the following procedure and the scale can be adjusted as necessary. 15.0 g (67 mmol) of the 5-decenyl acetate, 35 mL of methanol and 34 mL of 2 M sodium hydroxide are added to a 250 mL round-bottomed flask. This mixture is stirred for three hours at room temperature. After three hours the hydrolysis is complete, 10 mL of hexane is then added and the solution is washed with 10 mL of 1 M HCl, 10 mL of NaHCO3-saturated water and 10 mL of brine. The organic phase is dried with sodium sulfate and filtered, and the hexane is removed under reduced pressure to yield 9.4 g of 5-decenol. GC analysis shows the isometric ratio of the 5-decenol to be conserved.

Aufarbeitung

  1. customA portion of the 5-decenyl acetate can be removed
  2. waitAfter three hours the hydrolysis is complete
  3. washthe solution is washed with 10 mL of 1 M HCl, 10 mL of NaHCO3-saturated water and 10 mL of brine
  4. dry with materialThe organic phase is dried with sodium sulfate
  5. filtrationfiltered
  6. customthe hexane is removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c7647988e84d4ec3a20388f0f5fedc24
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06696597B2

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