Water → 12-Oxododecanoic acid

HRID 1647957

Reaktionsgleichung

Reaktionsgleichung von HRID 1647957
[OH2:1].I(O)(=O)(=O)=O.[CH:7](=[O:13])[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]>C(O)(C)(C)C>[O:13]=[CH:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][C:7]([OH:13])=[O:1]

Komponenten

5

Edukt 3

HCID 962WaterHCID 6184HexanalHCID 65185Metaperiodic acid

Produkt 1

HCID 7756312-Oxododecanoic acidAusbeute 73 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6386tert-ButanolLösungsmittel

Versuchsvorschrift

A 2.40 g (0.008 mol) sample of the acid was placed in a 250 mL Erlenmeyer flask and dissolved with 18 mL water and 9 mL tertiary butyl alcohol. The mixture was stirred continuously for homogeneity, followed by addition of 1.95 g (0.0086 mol) periodic acid in one portion. The reaction mixture was then stirred for 5 hours, after which 150 mL ice-cold water was added. The mixture was stirred for another 30 minutes and the resulting solid was vacuum-filtered to give crude 12-oxododecanoic acid. The acid was washed, then recrystallized with light petroleum (bp 35°-60° C.) to give 1.22 g 12-oxododecanoic acid (73% yield, m.p. 53°-54° C.) and hexanal. There was no attempt to isolate the hexanal.

Aufarbeitung

  1. stirringThe reaction mixture was then stirred for 5 hours
  2. stirringThe mixture was stirred for another 30 minutes
  3. filtrationthe resulting solid was vacuum-filtered
  4. customto give crude 12-oxododecanoic acid
  5. washThe acid was washed
  6. customrecrystallized with light petroleum (bp 35°-60° C.)

Quellen und Nachweise

ORD-Eintrag
ord-4460eecfcc1141b48cf152b3b8f26c97
Quelldatensatz
uspto-grants-1995_07
Patentnummer
US05434307

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