Methyl Decanoate → Vanillyl decanoate

HRID 1056461

Reaktionsgleichung

Reaktionsgleichung von HRID 1056461
[CH3:1][O:2][C:3](=[O:13])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].C(O)[C:15]1[CH:23]=[CH:22][C:20]([OH:21])=[C:17]([O:18][CH3:19])[CH:16]=1>CC(C)=O>[C:3]([O:2][CH2:1][C:15]1[CH:23]=[CH:22][C:20]([OH:21])=[C:17]([O:18][CH3:19])[CH:16]=1)(=[O:13])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Komponenten

4

Edukt 2

HCID 8050Methyl DecanoateHCID 62348Vanillyl alcohol

Produkt 1

HCID 15979852Vanillyl decanoateAusbeute 73 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

This compound was synthesized by the method described in Kobata et al. (Biosci. Biotechnol. Biochem., 66(2), 319-327, 2002). Decanoic acid methyl ester (2.13 mL, 10.5 mmol), vanillyl alcohol (1.62 g, 10.5 mmol), molecular sheaves 4 Å (10 g), and Novozyme 435 (2.5 g) were added to acetone (50 mL) and stirred for 2 hours at room temperature. The reaction solution was filtered through cellite and the filtrate was concentrated under reduced pressure. The concentrated residue was purified by silica gel chromatography, yielding 2.25 g (7.30 mmol, 73.0 percent) of vanillyl decanoate in the form of a colorless oily substance.

Aufarbeitung

  1. customThis compound was synthesized by the method
  2. filtrationThe reaction solution was filtered through cellite
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe concentrated residue was purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-11ad05997a0a4c39bef970dce0378f1a
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09399030B2

Verknüpfte Notizen

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