Acetic Acid → 6-(12-Acetoxydodecyl)-2,3-dimethoxy-5-methylphenol

HRID 637887Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 637887
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([C:15]1[C:20]([OH:21])=[C:19]([O:22][CH3:23])[C:18]([O:24][CH3:25])=[CH:17][C:16]=1[CH3:26])=O.Cl(O)(=O)(=O)=O.[C:32](O)(=[O:34])[CH3:33]>[C].[Pd]>[C:32]([O: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][C:15]1[C:20]([OH:21])=[C:19]([O:22][CH3:23])[C:18]([O:24][CH3:25])=[CH:17][C:16]=1[CH3:26])(=[O:34])[CH3:33]

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 24247Perchloric AcidHCID 128326586-(12-Hydroxy-1-oxododecyl)-2,3-dimethoxy-5-methylphenol

Produkt 1

HCID 130652366-(12-Acetoxydodecyl)-2,3-dimethoxy-5-methylphenol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 178418390HCID 178418390, VerbindungKatalysator

Versuchsvorschrift

To a solution of 6-(12-hydroxy-1-oxododecyl)-2,3-dimethoxy-5-methylphenol (6.4 g) in acetic acid (150 ml) are added 5% palladium-carbon (50% hydrous) (1.1 g) and 70% perchloric acid (0.1 ml) and the mixture is subjected to the catalytic reduction at atmospheric temperature and pressure. After the absorption of hydrogen has been completed, the catalyst is filtered off and the filtrate is concentrated under reduced pressure. The residue is extracted with dichloromethane and the dichloromethane layer is washed with a 5% aqueous solution of sodium hydrogen carbonate and dried over anhydrous magnesium sulfate. The solvent is distilled off to give 6-(12-acetoxydodecyl)-2,3-dimethoxy-5-methylphenol (6.8 g) as a colorless oil.

Aufarbeitung

  1. customAfter the absorption of hydrogen
  2. filtrationthe catalyst is filtered off
  3. concentrationthe filtrate is concentrated under reduced pressure
  4. extractionThe residue is extracted with dichloromethane
  5. washthe dichloromethane layer is washed with a 5% aqueous solution of sodium hydrogen carbonate
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationThe solvent is distilled off

Quellen und Nachweise

ORD-Eintrag
ord-3bf81719273e4ea59e44097c199111fc
Quelldatensatz
uspto-grants-1985_12
Patentnummer
US04559177

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