Ethanol → 3-(Hydroxyamino)propylphosphonic acid

HRID 1706198

반응식

HRID 1706198 반응식
C([O:8][N:9]([CH2:15][CH2:16][CH2:17][P:18](=[O:29])([O:24]CCCC)[O:19]CCCC)C(OCC)=O)C1C=CC=CC=1.N1C=CC=CC=1.C(O)C>C(O)(=O)C.Cl.O>[OH:8][NH:9][CH2:15][CH2:16][CH2:17][P:18](=[O:19])([OH:29])[OH:24]

참가 물질

7

반응물 3

HCID 702EthanolHCID 1049PyridineHCID 20337230dibutyl 3-(N-benzyloxy-N-ethoxycarbonylamino)propylphosphonate

생성물 1

HCID 3421703-(Hydroxyamino)propylphosphonic acid수율 46.2%

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 313Hydrochloric Acid용매HCID 962Water용매2회

실험 절차

A solution of dibutyl 3-(N-benzyloxy-N-ethoxycarbonylamino)propylphosphonate (6.72 g.) in acetic acid (70 ml.) and conc. hydrochloric acid (70 ml.) was refluxed with stirring for 48 hours. The reaction mixture was concentrated under reduced pressure to give an oily residue, to which there was added water (30 ml.). The solution was washed with ethyl acetate (20 ml.), treated with activated charcoal and then concentrated under reduced pressure to give an oily residue (2.60 g.). The residue was dissolved in water (5 ml.). To the solution was added pyridine (1.08 g.) and ethanol (2 ml.). The mixture was allowed to stand overnight at ambient temperature to give crystalline 3-(N-hydroxyamino)propylphosphonic acid (1.12 g.).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customto give an oily residue
  3. washThe solution was washed with ethyl acetate (20 ml.)
  4. additiontreated with activated charcoal
  5. concentrationconcentrated under reduced pressure
  6. customto give an oily residue (2.60 g.)
  7. waitto stand overnight at ambient temperature

출처 및 근거

ORD 기록
ord-d5ab09536e2d4de98cd387951db98e09
출처 데이터셋
uspto-grants-1980_06
특허 번호
US04206156

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