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Citric Acid → 2,3-Dihydroxybenzoic Acid

HRID 2413520
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2413520
C(O)(=O)CC(CC(O)=O)(C(O)=O)O.[OH-].[K+].C(N)(=O)C1CC=CNC=1.[CH3:25][O:26]S([O-])(=O)=O.CC1C=CC=C2C=1N=C1C(C=CC=C1)=[NH+]2.[C:46]([OH:55])(=[O:54])[C:47]1[C:48](=C[CH:51]=[CH:52][CH:53]=1)[OH:49]>>[OH:49][C:48]1[C:25]([OH:26])=[CH:51][CH:52]=[CH:53][C:47]=1[C:46]([OH:55])=[O:54]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 5

HCID 311Citric AcidHCID 338Salicylic AcidHCID 14797Potassium HydroxideHCID 135865461,4-Dihydropyridine-3-carboxamide2×HCID 178503009HCID 178503009, Verbindung

Produkt 1

HCID 192,3-Dihydroxybenzoic AcidAusbeute 5.963 %

Versuchsvorschrift

17 l of a 0.006M solution of citric acid are poured into a reactor and pH is brought to 4.5 by means of caustic potash, whereafter 17 g of cellulose modified with 1,4-dihydronicotinamide with the content of 0.2 mmol/g of dihydronicotinamide groups and 0.03 g of 9-methylphenazinium methylsulphate are added thereto and allowed to stand for 3 hours. Then 1.1 g of salicylic acid is added and the mixture is vigorously stirred for additional 3 hours. Cellulose modified 1,4-dihydronicotinamide is filtered off, the solution is evaporated to 100 ml and extracted with chloroform. The resulting extract is evaporated to 50 ml and cooled. The formed precipitate is crystallized with a mixture consisting of water and ethanol in the ratio of 1:1 to give 0.9 g of 2,3-dihydroxybenzoic acid (82% as calculated for the starting compound) having its melting point of 203°-204° C. Composition, in %, is as follows:

Aufarbeitung

  1. additionare added
  2. filtrationis filtered off
  3. customthe solution is evaporated to 100 ml
  4. extractionextracted with chloroform
  5. extractionThe resulting extract
  6. customis evaporated to 50 ml
  7. temperaturecooled
  8. customThe formed precipitate is crystallized with a mixture

Quellen und Nachweise

ORD-Eintrag
ord-2bb416cfdfb147dc81f1cd4adc369c33
Quelldatensatz
uspto-grants-1988_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04718994

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