Methanol → E-5-Decen-1-ol

HRID 323916

Reaktionsgleichung

Reaktionsgleichung von HRID 323916
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 is added to a 250 mL round-bottomed flask. This mixture is stirred for 3 hours at room temperature. After 3 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 3 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-91a0044e0b364309837ab434a888b592
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06215019B1

Verknüpfte Notizen

Wird geladen…