Cetyl Alcohol → Cetyl Myristoleate

HRID 2410627

Reaktionsgleichung

Reaktionsgleichung von HRID 2410627
[CH2:1]([OH:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]>CCCCCC>[C:1]([O:17][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH3:14]

Komponenten

3

Edukt 1

HCID 2682Cetyl Alcohol

Produkt 1

HCID 6443825Cetyl MyristoleateAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8058HexaneLösungsmittel

Versuchsvorschrift

cis-9-Myristoleate, 3 (4.2 g, 0.0175 mol) was enzymatically transesterified with cetyl alcohol (5.08 g, 0.021 mol) in the presence of Novozyme 435 (0.930 g, 10 wt % of the total substrate) at 68° C. for 8 hr. The reaction was monitored by TLC and after completion of the reaction, hexane (50 ml) was added and the lipase was separated by filtration and the solvent was evaporated to get the crude product and was purified by column chromatography to obtain hexadecyl cis-9-tetradecenoate, 4 (7.48 g, 0.0166 mol) in 90% yield with 90% purity by GC. The structure of hexadecyl cis-9-tetradecenoate, 4 was confirmed by 1H NMR, IR, and GC-MS.

Aufarbeitung

  1. customat 68° C.
  2. customfor 8 hr
  3. additionwas added
  4. customthe lipase was separated by filtration
  5. customthe solvent was evaporated
  6. customto get the crude product
  7. customwas purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-e453da16b0694da4add7501e0fe3f6a9
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08816109B2

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