Sodium Carbonate → HCID 86745294, Verbindung

HRID 1461039Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1461039
[CH2:1]([N:8]1[CH2:12][C:11](=O)[CH:10]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:20][OH:21].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C.O>[CH2:1]([N:8]1[CH2:12][C:11](=[N:20][OH:21])[CH:10]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 3

HCID 10340Sodium CarbonateHCID 274831Ethyl 1-benzyl-4-oxopyrrolidine-3-carboxylateHCID 443297Hydroxyamine hydrochloride

Produkt 1

HCID 86745294HCID 86745294, VerbindungAusbeute 60,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 24.7 g (0.1 mole) of 1-benzyl-3-ethoxycarbonyl-4-pyrrolidone in 135 ml of ethanol was added dropwise at room temperature to a solution of 34.7 g (0.5 mole) of hydroxylamine hydrochloride dissolved in 135 ml of water, and then 28.1 g (0.265 mole) of sodium carbonate were added to the mixture. The mixture was then stirred at room temperature for 6.5 hours, after which it was extracted with 300 ml of chloroform. The chloroform extract was washed with water and dried over anhydrous sodium sulfate. It was then concentrated by evaporation under reduced pressure. The residue was purified by column chromatography through silica gel using a 2:1 by volume mixture of toluene and ethyl acetate as the eluent, to afford 15.8 g of 1-benzyl-3-ethoxycarbonyl-4-hydroxyiminopyrrolidine as a brown oil.

Aufarbeitung

  1. extractionafter which it was extracted with 300 ml of chloroform
  2. extractionThe chloroform extract
  3. washwas washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationIt was then concentrated by evaporation under reduced pressure
  6. customThe residue was purified by column chromatography through silica gel using a 2:1
  7. additionby volume mixture of toluene and ethyl acetate as the eluent

Quellen und Nachweise

ORD-Eintrag
ord-c1f1957dd6aa4f70b12777a629420d4d
Quelldatensatz
uspto-grants-1991_12
Patentnummer
US05073556

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