反应详情

温度

60 °C

Chloroacetyl chloride (4.52 g.) was added dropwise to a solution of 3-(N-hydroxyamino)propylphosphonic acid (2.46 g.) in a mixture of water (15 ml.) and acetone (15 ml.) over a 20 minutes-interval with stirring under ice-cooling and maintaining the pH at around 7-8 by adding 5% aqueous sodium bicarbonate solution. After stirring for further hour, the reaction mixture was adjusted to pH 9 with 1 N aqueous sodium hydroxide solution and stirred at ambient temperature for 35 minutes. After acetone was distilled off under reduced pressure, the aqueous solution was acidified to pH 1.8 with 10% hydrochloric acid and evaporated to dryness under reduced pressure. The residue was dissolved in ethanol (40 ml.) and heated for 10 minutes at 60° C. The insoluble substance was separated out and the ethanolic layer was allowed to stand overnight at ambient temperature to give crystalline 3-(N-chloroacetyl-N-hydroxyamino)propylphosphonic acid (1.85 g.), mp: 163°-165° C. (dec.).

1. temperaturecooling
2. temperaturemaintaining the pH at around 7-8
3. stirringAfter stirring for further hour
4. stirringstirred at ambient temperature for 35 minutes
5. distillationAfter acetone was distilled off under reduced pressure
6. customevaporated to dryness under reduced pressure
7. dissolutionThe residue was dissolved in ethanol (40 ml.)
8. customThe insoluble substance was separated out