Ethanol → 3-(Hydroxyamino)propylphosphonic acid

A solution of dibutyl 3-(N-benzyloxy-N-ethoxycarbonylamino)propylphosphonate (6.72 g.) in acetic acid (70 ml.) and conc. hydrochloric acid (70 ml.) was refluxed with stirring for 48 hours. The reaction mixture was concentrated under reduced pressure to give an oily residue, to which there was added water (30 ml.). The solution was washed with ethyl acetate (20 ml.), treated with activated charcoal and then concentrated under reduced pressure to give an oily residue (2.60 g.). The residue was dissolved in water (5 ml.). To the solution was added pyridine (1.08 g.) and ethanol (2 ml.). The mixture was allowed to stand overnight at ambient temperature to give crystalline 3-(N-hydroxyamino)propylphosphonic acid (1.12 g.).

1. concentrationThe reaction mixture was concentrated under reduced pressure
2. customto give an oily residue
3. washThe solution was washed with ethyl acetate (20 ml.)
4. additiontreated with activated charcoal
5. concentrationconcentrated under reduced pressure
6. customto give an oily residue (2.60 g.)
7. waitto stand overnight at ambient temperature

ORD-Eintrag

ord-b08d5ffebdb24e8b911e17c43d432c8b

Quelldatensatz

uspto-grants-1980_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04182758