Ethanol → 3-(Hydroxyamino)propylphosphonic acid

HRID 1706198

反応式

HRID 1706198 の反応式
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]

参加物

7

反応物 3

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

生成物 1

HCID 3421703-(Hydroxyamino)propylphosphonic acid収率 46.2%

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒2 回

実験手順

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.).

後処理

  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

出典と根拠

ORDレコード
ord-d5ab09536e2d4de98cd387951db98e09
出典データセット
uspto-grants-1980_06
特許番号
US04206156

関連ノート

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