Sodium Bicarbonate → 3-(Hydroxyamino)propylphosphonic acid

Temperature

150 °C

12.9 g (0.0608 mol) 3-(N-hydroxylamino)-propylphosphonic acid diethylester and 130 ml concentrated HCl were heated for 6 hours under reflux (oil bath temperature: 150° C.). The resulting yellow/orange solution is concentrated under-reduced pressure. The remaining oil is taken up in 30 ml water, stirred with 3 spoonfuls of activated carbon for 30 minutes, filtered out from the activated carbon and the colourless solution is concentrated in the entire diaphragm pump vacuum. After take-up in 30 ml water a pH of 4.0 to 4.5 is adjusted with approximately 4.7 g (0.056 mol) NaHCO3 (from pH=1.5 the product precipitates). Suction filtering of the white solid resulted in 5.83 g 3-(hydroxyamino)-propylphosphonic acid (melting point: 160° C., decomposition). This corresponds to a yield of 61.8%. (DE-A-27 33 658, Öhler Synthesis 1995, 539-543).

1. concentrationThe resulting yellow/orange solution is concentrated under-reduced pressure
2. filtrationfiltered out from the activated carbon
3. concentrationthe colourless solution is concentrated in the entire diaphragm pump vacuum
4. filtrationSuction filtering of the white solid
5. customresulted in 5.83 g 3-(hydroxyamino)-propylphosphonic acid (melting point: 160° C., decomposition)
6. custom(DE-A-27 33 658, Öhler Synthesis 1995, 539-543)

ORD record

ord-7fa94618545e49f6982e5183e69a6699

Source dataset

uspto-grants-2004_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06680308B1