Potassium Persulfate → HCID 19045180, Verbindung

HRID 260500Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 260500
COC1C=C(OC)C=CC=1C[N:6]1[C:9]([C:15]([O:17][CH2:18][CH3:19])=[O:16])([C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH2:8][C:7]1=[O:20].S(OOS([O-])(=O)=O)([O-])(=O)=O.[K+].[K+].P([O-])([O-])([O-])=O.[K+].[K+].[K+]>C(#N)C.O>[O:20]=[C:7]1[CH2:8][C:9]([C:15]([O:17][CH2:18][CH3:19])=[O:16])([C:10]([O:12][CH2:13][CH3:14])=[O:11])[NH:6]1

Komponenten

6

Edukt 3

HCID 24412Potassium PersulfateHCID 62657Potassium Phosphate, TribasicHCID 13505928HCID 13505928, Verbindung

Produkt 1

HCID 19045180HCID 19045180, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

1(b) 17.4 g of diethyl 1-(2,4-dimethoxybenzyl)-2-oxoazetidine-4,4-dicarboxylate (prepared as described above) were dissolved in a mixture of 350 ml of acetonitrile and 350 ml of water. 11.2 g of potassium persulfate and 37.4 g of dibasic potassium phosphate were then added to the resulting solution, and the mixture was stirred at 65° C. for 1 hour. At the end of this time, insoluble materials were filtered off and the filtrate was freed from the solvent by evaporation under reduced pressure. The residue was extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium chloride, with an aqueous solution of sodium bicarbonate and with a saturated aqueous solution of sodium chloride, in that order. The solvent was then removed by distillation under reduced pressure, and the residue was purified by column chromatography through silica gel, eluted with a 1: 2 by volume mixture of ethyl acetate and benzene, to give 5.72 g of diethyl 2-oxoazetidine-4,4-dicarboxylate.

Aufarbeitung

  1. filtrationAt the end of this time, insoluble materials were filtered off
  2. customthe filtrate was freed from the solvent by evaporation under reduced pressure
  3. extractionThe residue was extracted with ethyl acetate
  4. washThe extract was washed with a saturated aqueous solution of sodium chloride, with an aqueous solution of sodium bicarbonate and with a saturated aqueous solution of sodium chloride, in that order
  5. customThe solvent was then removed by distillation under reduced pressure
  6. customthe residue was purified by column chromatography through silica gel
  7. washeluted with a 1: 2 by volume mixture of ethyl acetate and benzene

Quellen und Nachweise

ORD-Eintrag
ord-661a89ab354a45a9a87c03b734830578
Quelldatensatz
uspto-grants-1996_06
Patentnummer
US05527905

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