Sodium Bicarbonate → 3-(Hydroxyamino)propylphosphonic acid

Participants

Reaction Conditions

Reaction Steps

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).

Provenance & Evidence