Modified Preparation and Resolution of Aminobenzylphosphonic Acid

Aminobenzylphosphonic Acid의 광화학적 분할과 합성에 관한 연구

  • Man Khyun Rho (Department of Chemical Engineering, Korea University) ;
  • Yong Joon Kim (Department of Chemical Engineering, Korea University)
  • 노만균 (고려대학교 이공대학 화학공학과) ;
  • 김용준 (고려대학교 이공대학 화학공학과)
  • Published : 1975.12.30

Abstract

By fractional crystallization D-mandelic acid salt of diethyl-dl-1-aminobenzylphosphonate prepared from benzaldehyde, diethylphosphite and ammonia at the atmospheric pressure, gave diethyl(-)-1-aminobenzylphosphonate. (+)-1-Aminobenzylphosphonic acid was obtained by acidic hydrolysis of diethyl(-)-1-aminobenzylphosphonate hydrochloride.

Benzaldehyde, diethylphosphite와 암모니아를 상압에서 반응시켜 diethyl dl-1-aminobenzylphosphonate를 합성하였다. 이 화합물의 D-mandelic acid 염으로부터 diethyl (-)-1-aminobenzylphosphonate hydrochloride를 분리한 후 산으로 가수분해시켜 (+)-1-aminobenzylphosphonic acid를 얻었다.

Keywords

References

  1. Compt. Rend. v.224 V. Chavane
  2. Analytical Chemistry of Phosphorus Compounds M. Halman
  3. This Journal v.17 M. K. Rho;Y. J. Kim
  4. This Journal v.15 no.15 K. Y. Cho;D. C. Kim;Y. J. Kim
  5. J. Org. Chem. v.29 J. R. Chambers;A. F. Isbell
  6. Chemistry of Amino Acids J. P. Greenstein;M. Winitz
  7. Nature v.184 M. Horiguchi;M. Kandatsu
  8. Bull Agr. Chem. Soc. Japan v.24 M. Horiguchi;M. Kandatsu
  9. Biochemistry v.3 J. S. Kittredge;R. R. Hughes
  10. Progress in Chemistry & Chemical Industry(Korea) v.6 Y. J. Kim
  11. J. Amer. Chem. Soc. v.94 W. F. Gilmore;McBride
  12. J. Amer. Chem. Soc. v.75 M. E. Chalmers;G. M. Kosolapoff