反应详情

To a solution of 2-chloro-2-oxo-1,3,2-dioxaphospholane (30 g,211 mmol) in dry acetonitrile (400 ml) containing anhydrous sodium carbonate (270 mg) was added N-(2-hydroxyethyl)phthalimide (40.3 g, 211 mmol). Anhydrous chloroform was added until all the organic material was solubilised, after which the mixture was stirred at room temperature for two hours. The solvents were removed under reduced pressure and the residue was dissolved in dry acetonitrile (100 ml) which was added to frozen trimethylamine (37.4 g, 633 mmol) in a pressure vessel at liquid nitrogen temperature. The vessel was sealed and the mixture heated at 60° C. for 40 hours. The mixture was cooled and filtered. The hydroscopic solid was washed with dry acetonitrile and dissolved in water (200 ml). Hydrazine (15 ml, 15.3 g, 478 mmol) was added and stirring maintained at ambient temperature for two hours when concentrated hydrochloric acid was added until the pH reached 1.5. The resulting white solid was removed by filtration and washed with water. The filtrate and washings were combined and the pH adjusted to 9.0 with ammonium hydroxide (40% solution). The water was evaporated under reduced pressure leaving a white solid which was heated to 150° C. for three hours in a sublimation apparatus. The residue was crystallised from water to give 2-[(2-aminoethoxyhydroxyphosphinyl)oxy]-N,N,N-trimethylethanaminium hydroxide, inner salt.

1. customThe solvents were removed under reduced pressure
2. dissolutionthe residue was dissolved in dry acetonitrile (100 ml) which
3. additionwas added
4. customThe vessel was sealed
5. temperaturethe mixture heated at 60° C. for 40 hours
6. temperatureThe mixture was cooled
7. filtrationfiltered
8. washThe hydroscopic solid was washed with dry acetonitrile
9. dissolutiondissolved in water (200 ml)
10. stirringstirring
11. additionwas added until the pH
12. customThe resulting white solid was removed by filtration
13. washwashed with water
14. customThe water was evaporated under reduced pressure
15. customleaving a white solid which
16. temperaturewas heated to 150° C. for three hours in a sublimation apparatus
17. customThe residue was crystallised from water