反应详情

Monosodium salt of 3-(N-formyl-N-hydroxyamino)propylphosphonic acid (2.05 g.) was dissolved in a mixture of 1 N aqueous sodium hydroxide solution (20 ml.), water (10 ml.) and acetone (10 ml.). To the solution was added dropwise a solution of p-chlorobenzoyl chloride (2.10 g.) in dry acetone (5 ml.) at 0°-5° C. with stirring. After the stirring was continued at the same temperature for 30 minutes, ethyl acetate (40 ml.) was added to the reaction mixture and then the resultant mixture was adjusted to pH 1 with 10% hydrochloric acid. The ethyl acetate layer was separated and then the aqueous layer was extracted again with ethyl acetate (20 ml.). The combined ethyl acetate layer was washed with aqueous sodium chloride solution, dried over magnesium sulfate and concentrated under reduced pressure to give an oily residue, which was crystallized with ethylether (40 ml.) to give crystals. The crystals were separated by filtration, washed twice with ethylether (10 ml.) to give crystalline 3-[N-(p-chlorobenzoyloxy)-N-formylamino] propylphosphonic acid (2.71 g.).

1. customThe ethyl acetate layer was separated
2. extractionthe aqueous layer was extracted again with ethyl acetate (20 ml.)
3. washThe combined ethyl acetate layer was washed with aqueous sodium chloride solution
4. dry with materialdried over magnesium sulfate
5. concentrationconcentrated under reduced pressure
6. customto give an oily residue, which
7. customwas crystallized with ethylether (40 ml.)
8. customto give crystals
9. customThe crystals were separated by filtration
10. washwashed twice with ethylether (10 ml.)