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Acetic Anhydride → (E, E)-3,7,11,15-Tetramethyl-6,10,14-hexadecatrienyl acetate

HRID 1589534
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1589534
[CH3:1][CH:2]([CH2:6][CH2:7]/[CH:8]=[C:9](\[CH3:21])/[CH2:10][CH2:11]/[CH:12]=[C:13](\[CH3:20])/[CH2:14][CH2:15][CH:16]=[C:17]([CH3:19])[CH3:18])[CH2:3][CH2:4][OH:5].[C:22](OC(=O)C)(=[O:24])[CH3:23]>N1C=CC=CC=1>[C:22]([O:5][CH2:4][CH2:3][CH:2]([CH3:1])[CH2:6][CH2:7]/[CH:8]=[C:9](\[CH3:21])/[CH2:10][CH2:11]/[CH:12]=[C:13](\[CH3:20])/[CH2:14][CH2:15][CH:16]=[C:17]([CH3:19])[CH3:18])(=[O:24])[CH3:23]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 7918Acetic AnhydrideHCID 5365870Geranylcitronellol

Produkt 1

HCID 20246093(E, E)-3,7,11,15-Tetramethyl-6,10,14-hexadecatrienyl acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

In 10 ml. of pyridine was dissolved 2.9 g. of the product obtained in Example 17, and to the solution was added 1.1 g. of acetic anhydride under stirring. The resulting mixture was then refluxed for 1 hour. The reaction mixture was then poured into 50 ml. of water, and was then extracted with n-hexane. The extract was washed with water and dried. The solvent was removed by evaporation. The residual oily product was purified by silica gel column chromatography to obtain 3.1 g. of the desired oily product.

Aufarbeitung

  1. temperatureThe resulting mixture was then refluxed for 1 hour
  2. additionThe reaction mixture was then poured into 50 ml
  3. extractionof water, and was then extracted with n-hexane
  4. washThe extract was washed with water
  5. customdried
  6. customThe solvent was removed by evaporation
  7. customThe residual oily product was purified by silica gel column chromatography
  8. customto obtain 3.1 g

Quellen und Nachweise

ORD-Eintrag
ord-8615f1727909468eb7003a64771d6010
Quelldatensatz
uspto-grants-1986_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04571408

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