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Benzyl chloroformate → HCID 178523374, Verbindung

HRID 2050689
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2050689
[NH2:1][CH2:2][CH2:3][CH2:4][PH:5](=[O:7])[OH:6].[OH-].[Na+].Cl[C:11]([O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:12]>O>[CH2:14]([O:13][C:11]([NH:1][CH2:2][CH2:3][CH2:4][PH:5](=[O:6])[OH:7])=[O:12])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 10387Benzyl chloroformateHCID 14798Sodium HydroxideHCID 1219563-Aminopropylphosphinic acid

Produkt 1

HCID 178523374HCID 178523374, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 5.0 g of 3-aminopropylphosphinic acid in 200 ml of water is cooled to 5° , and the pH adjusted to 9.5 with 2 molar sodium hydroxide solution. To this mixture is added 6.8 g of benzyl chloroformate whilst maintaining the pH and temperature. After the addition is complete the mixture is stirred for 3 hours at pH 9.5 at room temperature and left to stand overnight. The mixture is then extracted with 100 ml of ether and the aqueous layer stirred at 5° with an equal volume of chloroform. The mixture is acidified to pH 2, the chloroform layer separated, dried over magnesium sulfate and the solvent evaporated under reduced pressure. The oily product is triturated with ether to give a white solid, 3-(N-benzyloxycarbonylamino)propylphosphinic acid, m.p. 53-55°, 31P-NMR : δ=+36.6 ppm (CDCl3).

Aufarbeitung

  1. temperaturewhilst maintaining the pH and temperature
  2. additionAfter the addition
  3. waitleft
  4. waitto stand overnight
  5. extractionThe mixture is then extracted with 100 ml of ether
  6. stirringthe aqueous layer stirred at 5° with an equal volume of chloroform
  7. customthe chloroform layer separated
  8. dry with materialdried over magnesium sulfate
  9. customthe solvent evaporated under reduced pressure
  10. customThe oily product is triturated with ether

Quellen und Nachweise

ORD-Eintrag
ord-d0475a5cc9854f2a9f1908a34a9e55d3
Quelldatensatz
uspto-grants-1991_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05013863

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