Hydrochloric Acid → diethyl 3-(N-ethoxycarbonyl-N-ethoxycarbonyloxyamino)-2-hydroxypropylphosphonate

HRID 1706186Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1706186
[CH2:1]([O:3][C:4]([N:6]([CH2:13][CH:14]([O:24]C1CCCCO1)[CH2:15][P:16](=[O:23])([O:20][CH2:21][CH3:22])[O:17][CH2:18][CH3:19])[O:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=[O:5])[CH3:2].Cl>C(O)C>[CH2:1]([O:3][C:4]([N:6]([CH2:13][CH:14]([OH:24])[CH2:15][P:16](=[O:23])([O:20][CH2:21][CH3:22])[O:17][CH2:18][CH3:19])[O:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=[O:5])[CH3:2]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 20337196diethyl 3-(N-ethoxycarbonyl-N-ethoxycarbonyloxyamino)-2-(tetrahydro-2H-pyran-2-yloxy)propylphosphonate

Produkt 1

HCID 20337198diethyl 3-(N-ethoxycarbonyl-N-ethoxycarbonyloxyamino)-2-hydroxypropylphosphonateAusbeute 89,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of diethyl 3-(N-ethoxycarbonyl-N-ethoxycarbonyloxyamino)-2-(tetrahydro-2H-pyran-2-yloxy)propylphosphonate (54.0 g.), ethanol (100 ml.) and 0.1 N hydrochloric acid (100 ml.) was stirred for 4 hours at ambient temperature. After the reaction was completed, the ethanol was distilled off from the reaction mixture under reduced pressure to give an aqueous solution, which was extracted three times with ethyl acetate (200 ml. once and 50 ml. twice). The combined extracts were washed with a saturated sodium chloride aqueous solution, dried over magnesium sulfate, and evaporated to dryness under reduced pressure to give oily diethyl 3-(N-ethoxycarbonyl-N-ethoxycarbonyloxyamino)-2-hydroxypropylphosphonate (39.25 g.).

Aufarbeitung

  1. distillationthe ethanol was distilled off from the reaction mixture under reduced pressure
  2. customto give an aqueous solution, which
  3. extractionwas extracted three times with ethyl acetate (200 ml
  4. washThe combined extracts were washed with a saturated sodium chloride aqueous solution
  5. dry with materialdried over magnesium sulfate
  6. customevaporated to dryness under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d0359736582f4862aa085d9391d4ab13
Quelldatensatz
uspto-grants-1980_06
Patentnummer
US04206156

Notizen zur Reaktion

Wird geladen…