Ethyl Acetate → 2-(4,5-Dibromo-6-oxopyridazin-1(6H)-yl)acetic acid

HRID 2092069Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2092069
[Br:1][C:2]1[CH:3]=[N:4][N:5]([CH2:10][C:11]([O:13]CC)=[O:12])[C:6](=[O:9])[C:7]=1[Br:8].[OH-].[Na+].C(OCC)(=O)C>O1CCOCC1>[Br:1][C:2]1[CH:3]=[N:4][N:5]([CH2:10][C:11]([OH:13])=[O:12])[C:6](=[O:9])[C:7]=1[Br:8]

Komponenten

5

Edukt 3

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 59574424Ethyl 2-(4,5-dibromo-6-oxopyridazin-1(6H)-yl)acetate

Produkt 1

HCID 595741422-(4,5-Dibromo-6-oxopyridazin-1(6H)-yl)acetic acidAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

Ethyl 2-(4,5-dibromo-6-oxopyridazin-1(6H)-yl)acetate (6.01 g, 17.7 mmol) in 1,4-dioxane (60 mL) was stirred with 1 M aqueous sodium hydroxide (53.1 mL, 53.1 mmol) at room temperature for 1 hour. After completion of the reaction, the reaction solution was mixed with ethyl acetate and extracted with 1 M aqueous sodium hydroxide twice. The resulting aqueous layer was acidified to pH 1 with 1 M hydrochloric acid and extracted with ethyl acetate twice. The resulting organic layer was washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate and evaporated under reduced pressure to give the desired product (5.30 g, 88% yield).

Aufarbeitung

  1. customAfter completion of the reaction
  2. extractionextracted with 1 M aqueous sodium hydroxide twice
  3. extractionextracted with ethyl acetate twice
  4. washThe resulting organic layer was washed with saturated aqueous sodium chloride
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-0c764b9f1b244dc291c5f81eaed21270
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08440666B2

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