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Potassium → diethyl 3-(N-ethoxycarbonyl-N-ethoxycarbonyloxyamino)propylphosphonate

HRID 1706180
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1706180
Cl[CH2:2][CH2:3][CH2:4][P:5](=[O:12])([O:9][CH2:10][CH3:11])[O:6][CH2:7][CH3:8].[K].[CH2:14]([O:16][C:17]([O:19][NH:20][C:21](=[O:25])[O:22][CH2:23][CH3:24])=[O:18])[CH3:15]>CN(C)C=O>[CH2:23]([O:22][C:21]([N:20]([CH2:2][CH2:3][CH2:4][P:5](=[O:12])([O:9][CH2:10][CH3:11])[O:6][CH2:7][CH3:8])[O:19][C:17]([O:16][CH2:14][CH3:15])=[O:18])=[O:25])[CH3:24]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 5462222PotassiumHCID 11446651Ethyl EthoxycarbonyloxycarbamateHCID 133232971-Chloro-3-diethoxyphosphoryl-propane

Produkt 1

HCID 20337213diethyl 3-(N-ethoxycarbonyl-N-ethoxycarbonyloxyamino)propylphosphonateAusbeute 90,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of diethyl 3-chloropropylphosphonate (430.6 g) in dry N,N-dimethylformamide (2.25 l) was added potassium salt of ethyl N-ethoxycarbonyloxycarbamate (429.2 g). This mixture was stirred at 64°-66° C. for three hours. After the resulting potassium chloride was removed by filtration, the filtrate was concentrated under reduced pressure. The residue was dissolved in ethyl acetate (2.0 l) and washed with water (4.0 l). The aqueous layer was extracted twice with ethyl acetate (1.2 and 0.8 l). The combined ethyl acetate layer was washed with saturated aqueous sodium chloride solution (1.5 l), dried over magnesium sulfate and concentrated under reduced pressure to give oily diethyl 3-(N-ethoxycarbonyl-N-ethoxycarbonyloxyamino)-propylphosphonate (643.7 g).

Aufarbeitung

  1. customAfter the resulting potassium chloride was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. dissolutionThe residue was dissolved in ethyl acetate (2.0 l)
  4. washwashed with water (4.0 l)
  5. extractionThe aqueous layer was extracted twice with ethyl acetate (1.2 and 0.8 l)
  6. washThe combined ethyl acetate layer was washed with saturated aqueous sodium chloride solution (1.5 l)
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3c9035176e104eee9d3c7f23936fa107
Quelldatensatz
uspto-grants-1980_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04206156

Notizen zur Reaktion

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