Acetic Acid → gamma-Tocotrienol acetate

HRID 1870556

Reaktionsgleichung

Reaktionsgleichung von HRID 1870556
[CH3:1][C:2]1[C:7]([OH:8])=[CH:6][C:5]2[CH2:9][CH2:10][C@:11]([CH2:14][CH2:15]/[CH:16]=[C:17](/[CH2:19][CH2:20]/[CH:21]=[C:22](/[CH2:24][CH2:25][CH:26]=[C:27]([CH3:29])[CH3:28])\[CH3:23])\[CH3:18])([CH3:13])[O:12][C:4]=2[C:3]=1[CH3:30].[C:31]([O:34]C(=O)C)(=[O:33])[CH3:32].C(O)(=O)C>C(OCC)(=O)C.CCCCCCC>[CH3:1][C:2]1[C:7]([OH:8])=[CH:6][C:5]2[CH2:9][CH2:10][C@:11]([CH2:14][CH2:15]/[CH:16]=[C:17](/[CH2:19][CH2:20]/[CH:21]=[C:22](/[CH2:24][CH2:25][CH:26]=[C:27]([CH3:29])[CH3:28])\[CH3:23])\[CH3:18])([CH3:13])[O:12][C:4]=2[C:3]=1[CH3:30].[C:31]([O-:34])(=[O:33])[CH3:32]

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 7918Acetic Anhydride2×HCID 5282349Gamma-Tocotrienol

Produkt 1

HCID 86755580gamma-Tocotrienol acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21899848Ethylacetate heptaneLösungsmittel

Versuchsvorschrift

γ-Tocotrienol (crude product, prepared in accordance with Example 3, 4.8 g) was heated with 10 ml of acetic anhydride for 3.5 h under reflux and then freed from acetic acid and acetic anhydride under reduced pressure. Flash chromatography of the crude product with ethyl acetate/heptane as eluent on silica gel gave 3.7 g of γ-tocotrienol acetate.

Aufarbeitung

  1. temperatureunder reflux

Quellen und Nachweise

ORD-Eintrag
ord-261713b2aa0748a5a4ec098f58ccb7a6
Quelldatensatz
uspto-grants-2000_08
Patentnummer
US06096907

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