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isobutyl P-(4-aminobut-2-yl)-P-methyl-phosphinate → (3-Amino-1-methyl-propyl)-methyl-phosphinic acid

HRID 1198808
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1198808
[NH2:1][CH2:2][CH2:3][CH:4]([P:6]([CH3:13])(=[O:12])[O:7]CC(C)C)[CH3:5]>Cl>[NH2:1][CH2:2][CH2:3][CH:4]([P:6]([CH3:13])(=[O:7])[OH:12])[CH3:5]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 1

HCID 23374771isobutyl P-(4-aminobut-2-yl)-P-methyl-phosphinate

Produkt 1

HCID 10219532(3-Amino-1-methyl-propyl)-methyl-phosphinic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

A solution of 21.5 g of isobutyl P-(4-aminobut-2-yl)-P-methyl-phosphinate in 80 ml of 36% aqueous hydrochloric acid is heated to reflux for a period of 10 hours. The reaction mixture is then allowed to cool to room temperature, concentrated under reduced pressure, and co-evaporated twice with 100 ml of water. The crude material is dissolved in water, washed with chloroform, and the aqueous layer treated with activated charcoal. The aqueous solution is filtered hot, evaporated to dryness, the crude product is dissolved in 50 ml of methanol and treated with 1-2 ml of propylene oxide. The hydroscopic solid is filtered and triturated with acetone. After drying, P-(4-aminobut-2-yl)-P-methyl-phosphinic acid is obtained as a hygroscopic solid, m.p. 68°-75°, 31P-NMR spectrum: δ=+46.5 ppm (D2O).

Aufarbeitung

  1. temperatureto reflux for a period of 10 hours
  2. concentrationconcentrated under reduced pressure
  3. dissolutionThe crude material is dissolved in water
  4. washwashed with chloroform
  5. additionthe aqueous layer treated with activated charcoal
  6. filtrationThe aqueous solution is filtered hot
  7. customevaporated to dryness
  8. dissolutionthe crude product is dissolved in 50 ml of methanol
  9. additiontreated with 1-2 ml of propylene oxide
  10. filtrationThe hydroscopic solid is filtered
  11. customtriturated with acetone
  12. customAfter drying

Quellen und Nachweise

ORD-Eintrag
ord-2670f3d068cb4812b00670278e35da2b
Quelldatensatz
uspto-grants-1994_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05281747

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