反应详情

A mixture of 3-(N-hydroxyamino)propylphosphonic acid (820 mg), bis(trimethylsilyl)acetamide (5.0 g), triethylamine (1.01 g) and dichloromethane (40 ml) was stirred at ambient temperature for 2.5 hours. The reaction mixture was cooled to 0°-5° C. and mesyl chloride (1.15 g) was added dropwise with stirring. The reaction mixture was stirred for 1.25 hours and then concentrated under reduced pressure to give a residue, which was dissolved in water (50 ml). The solution was subjected to a column chromatography using activated charcoal. After the column was washed with water, the object compound was eluted with 70% aqueous acetone. The eluate was collected and evaporated to dryness to give powdery 3-(N-hydroxy-N-mesylamino)propylphosphonic acid (320 mg). This powder was dissolved in ethanol (20 ml). To the solution was added conc. aqueous ammonia (0.4 ml) to give precipitates, which were separated by filtration and dried to give crystalline monomammonium salt of 3-(N-hydroxy-N-mesylamino)propylphosphonic acid (220 mg). Mp 103°-105° C. (dec.).

1. temperatureThe reaction mixture was cooled to 0°-5° C.
2. stirringwith stirring
3. stirringThe reaction mixture was stirred for 1.25 hours
4. concentrationconcentrated under reduced pressure
5. customto give a residue, which
6. washAfter the column was washed with water
7. washthe object compound was eluted with 70% aqueous acetone
8. customThe eluate was collected
9. customevaporated to dryness