Sodium Bicarbonate → HCID 18950739, Verbindung

HRID 1492558Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1492558
O=[C:2]([C:18]1[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=1)[CH2:3][CH2:4][C:5]1[CH:17]=[CH:16][C:8]([O:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:7][CH:6]=1.[CH:24]([O-:26])=O.[NH4+:27].C(=O)([O-])O.[Na+]>>[CH:24]([NH:27][CH:2]([C:18]1[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=1)[CH2:3][CH2:4][C:5]1[CH:17]=[CH:16][C:8]([O:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:7][CH:6]=1)=[O:26]

Komponenten

4

Edukt 3

HCID 516892Sodium BicarbonateHCID 2723923Ammonium formateHCID 18950751HCID 18950751, Verbindung

Produkt 1

HCID 18950739HCID 18950739, VerbindungAusbeute 44,6 %

Versuchsvorschrift

1.95 g of ethyl 4-[3-oxo-3-(3-pyridyl)propyl]phenoxyacetate and 5.00 g of ammonium formate were stirred at 165° C. for 1.5 hours. To the reaction mixture was added aqueous sodium hydrogencarbonate solution, which was then extracted with ethyl acetate, and the organic phases combined were washed in saturated aqueous sodium chloride, dried over magnesium sulfate, and the solvent was then distilled off. The obtained residue was subjected to chromatography on a silica gel column, and from a fraction eluted with methanol-methylene chloride (5:95 v/v) was obtained 0.95 g of ethyl 4-[3-formamido-3-(3-pyridyl)propyl]phenoxyacetate.

Aufarbeitung

  1. extractionwas then extracted with ethyl acetate
  2. washthe organic phases combined were washed in saturated aqueous sodium chloride
  3. dry with materialdried over magnesium sulfate
  4. distillationthe solvent was then distilled off
  5. washfrom a fraction eluted with methanol-methylene chloride (5:95 v/v)

Quellen und Nachweise

ORD-Eintrag
ord-45926debfc114aad9e2bf1f6bc11cb82
Quelldatensatz
uspto-grants-1994_12
Patentnummer
US05374641

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