Acetic Anhydride → Acetonedicarboxylic acid anhydride

HRID 433951

Reaktionsgleichung

Reaktionsgleichung von HRID 433951
[C:1]([O:4][C:5](=[O:7])[CH3:6])(=[O:3])C.[CH2:8](C(O)=O)[C:9](CC(O)=O)=[O:10]>C(O)(=O)C>[CH3:8][C:9]([CH:6]1[C:1](=[O:3])[O:4][C:5]1=[O:7])=[O:10]

Komponenten

4

Edukt 2

HCID 7918Acetic AnhydrideHCID 68328Acetonedicarboxylic acid

Produkt 1

HCID 54573794Acetonedicarboxylic acid anhydrideAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To a solution of 60 ml of acetic acid and 43 ml of acetic anhydride at 0° C., was added slowly 40 g (0.27 mol) of acetonedicarboxylic acid. The mixture was stirred and the temperature was not allowed to rise above 10° C. The acid was dissolved slowly and a pale yellow precipitate formed. After 3 h the product was filtered, washed with 30 ml of glacial acetic acid and 100 ml of benzene. The white powder obtained was dried at high vacuum to afford 30 g of acetonedicarboxylic acid anhydride (yield 86%). Mp 137-138° C.

Aufarbeitung

  1. customto rise above 10° C
  2. dissolutionThe acid was dissolved slowly
  3. customa pale yellow precipitate formed
  4. filtrationAfter 3 h the product was filtered
  5. washwashed with 30 ml of glacial acetic acid and 100 ml of benzene
  6. customThe white powder obtained
  7. customwas dried at high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-010c35c25abc4c34bab80181cd8812d0
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06670375B2

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