Palmitic Acid → 2-Methyl-5-hexadecanoylhydroquinone

HRID 224470

Reaktionsgleichung

Reaktionsgleichung von HRID 224470
B(F)(F)F.[C:5]([OH:22])(=O)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].[CH3:23][C:24]1[CH:30]=[C:29]([OH:31])[CH:28]=[CH:27][C:25]=1[OH:26].C([O-])(=O)C.[Na+]>O.C(Cl)Cl>[CH3:23][C:24]1[CH:30]=[C:29]([OH:31])[C:28]([C:5](=[O:22])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:27][C:25]=1[OH:26]

Komponenten

7

Edukt 4

HCID 985Palmitic AcidHCID 6356Boron trifluorideHCID 7253MethylhydroquinoneHCID 517045Sodium Acetate

Produkt 1

HCID 147165312-Methyl-5-hexadecanoylhydroquinone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Boron trifluoride was introduced with vigorous refluxing until saturation into a mixture of 27.2 g of palmitic acid, 13.7 g of 2-methylhydroquinone and 45 ml of methylene chloride. After standing overnight the mixture was refluxed for another hour and then decomposed with stirring in a solution of 25 g of sodium acetate in 220 ml of water. After 45 min the solution in methylene chloride was separated and evaporated. The residue was stirred with methanol, filtered with suction and recrystallized from n-chlorobutane.

Aufarbeitung

  1. temperaturethe mixture was refluxed for another hour
  2. customAfter 45 min the solution in methylene chloride was separated
  3. customevaporated
  4. filtrationfiltered with suction
  5. customrecrystallized from n-chlorobutane

Quellen und Nachweise

ORD-Eintrag
ord-db9aa316efaf44f8a6f8972152474a09
Quelldatensatz
uspto-grants-1980_11
Patentnummer
US04232107

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