Hydrochloric Acid → 3-(Hydroxyamino)propylphosphonic acid

A mixture of dibutyl 3-[N-isobutoxycarbonyl-N-(p-methoxybenzyloxy)amino]propylphosphonate (6.04 g), conc. hydrochloric acid (60 ml) and acetic acid (60 ml) was refluxed with stirring for 21 hours. The resultant mixture was concentrated under reduced pressure, and to the residue was added water. The mixture was concentrated under reduced pressure to give a residue, which was washed with acetonitrile and then dissolved in water (10 ml). To the solution were added pyridine (800 ml) and ethanol (4 ml), and then the mixture was allowed to stand overnight at 4° C. to give 3-(N-hydroxyamino)propylphosphonic acid (1.02 g) in the form of crystals. MP: 160°~166° C. (dec.).

1. temperaturewas refluxed
2. concentrationThe resultant mixture was concentrated under reduced pressure
3. additionto the residue was added water
4. concentrationThe mixture was concentrated under reduced pressure
5. customto give a residue, which
6. washwas washed with acetonitrile
7. dissolutiondissolved in water (10 ml)
8. additionTo the solution were added pyridine (800 ml) and ethanol (4 ml)
9. waitto stand overnight at 4° C.

ORD record

ord-7a09078562f143619ed336a6ccc62358

Source dataset

uspto-grants-1980_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04182758