Hydrochloric Acid → trans-Aconitic acid

HRID 904909

Reaktionsgleichung

Reaktionsgleichung von HRID 904909
[OH-].[Sr+2].[OH-].Cl.[C:5]([OH:17])(=[O:16])[CH:6]([CH:8]([CH2:12][C:13]([OH:15])=[O:14])[C:9]([OH:11])=[O:10])O>O>[CH2:12]([C:13]([OH:15])=[O:14])/[C:8](/[C:9]([OH:11])=[O:10])=[CH:6]\[C:5]([OH:17])=[O:16]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 1198Isocitric AcidHCID 87672Strontium hydroxide2×

Produkt 1

HCID 444212trans-Aconitic acidAusbeute 60,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Thirty one grams (0.1 mole) of the product prepared in Example I-B is mixed with 300 mls water. 79 grams of strontium hydroxide (0.65 mole) is added slowly at 65°-70° C. while maintaining the pH at 10-10.5. The mixture is stirred for an additional three hours after the addition of the strontium hydroxide. The solution is cooled and 180 grams of 10% hydrochloric acid is added slowly to a pH of 1.3. The acidified solution is next evaporated to dryness in vacuo. The residue is extracted with acetone and the acetone extract is filtered and evaporated to dryness. There is thus obtained 23 g of residue containing 45.7% (60.5% yield) trans-aconitic acid and 10.7% of a mixture of the lactones of isocitric acid and alloisocitric acid.

Aufarbeitung

  1. temperaturewhile maintaining the pH at 10-10.5
  2. temperatureThe solution is cooled
  3. customnext evaporated to dryness in vacuo
  4. extractionThe residue is extracted with acetone
  5. extractionthe acetone extract
  6. filtrationis filtered
  7. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-5ec2ca4b41474af9a66a58b430eb45d8
Quelldatensatz
uspto-grants-1983_12
Patentnummer
US04420621

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