Potassium Carbonate → 5-Chloropyrazinoic acid

HRID 388384

Reaktionsgleichung

Reaktionsgleichung von HRID 388384
[Cl:1][C:2]1[N:3]=[CH:4][C:5]([C:8]([O:10]C)=[O:9])=[N:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+]>CO.O>[Cl:1][C:2]1[N:3]=[CH:4][C:5]([C:8]([OH:10])=[O:9])=[N:6][CH:7]=1

Komponenten

5

Edukt 2

HCID 11430Potassium CarbonateHCID 406081Methyl 5-chloropyrazine-2-carboxylate

Produkt 1

HCID 4654725-Chloropyrazinoic acidAusbeute 72,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of methyl 5-chloro-2-pyrazinecarboxylate (Bio-Farma; 1.50 g, 8.69 mmol) in a mixture of methanol (16 ml) and water (8 ml) was stirred at room temperature and treated with potassium carbonate (1.201 g, 8.69 mmol). The resulting solution was stirred for 2 hrs and the methanol removed under reduced pressure. The residue was partitioned between ethyl acetate and water (20 ml) and the aqueous layer acidified by addition of 5M hydrochloric acid. Extraction (×2) with ethyl acetate and drying over MgSO4 followed by removal of the solvent under reduced pressure, gave the title compound (1.00 g) as a white solid;

Aufarbeitung

  1. stirringThe resulting solution was stirred for 2 hrs
  2. customthe methanol removed under reduced pressure
  3. customThe residue was partitioned between ethyl acetate and water (20 ml)
  4. additionthe aqueous layer acidified by addition of 5M hydrochloric acid
  5. extractionExtraction (×2) with ethyl acetate
  6. dry with materialdrying over MgSO4
  7. customfollowed by removal of the solvent under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ba30737b57bc4b459ce1bb5842ea681e
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08377941B2

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