Acetic Acid → HCID 20337226, compound

HRID 1706199Notes

Reaction equation

HRID 1706199 reaction equation
[CH3:1][O:2][N:3]([CH2:8][CH2:9][CH2:10][P:11](=[O:18])([O:15]CC)[O:12]CC)C(OC)=O.C(O)(=O)C.Cl.N1C=CC=CC=1>C(O)C>[CH3:1][O:2][NH:3][CH2:8][CH2:9][CH2:10][P:11](=[O:12])([OH:18])[OH:15]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 1049PyridineHCID 20337200HCID 20337200, compound

Product 1

HCID 20337226HCID 20337226, compoundYield 63.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of diethyl 3-(N-methoxy-N-methoxycarbonylamino)propylphosphonate (4.0 g), acetic acid (20 ml) and conc. hydrochloric acid (20 ml) was refluxed for 15 hours. The resultant mixture was concentrated under reduced pressure to give a residue, which was dissolved in ethanol (15 ml). The solution was neutralized with pyridine to give crystals, which were separated by filtration, washed with a small volume of ethanol and dried to give crystalline 3-(N-methoxyamino)propylphosphonic acid (1.52 g).

Workup

  1. temperaturewas refluxed for 15 hours
  2. concentrationThe resultant mixture was concentrated under reduced pressure
  3. customto give a residue, which
  4. customto give crystals, which
  5. customwere separated by filtration
  6. washwashed with a small volume of ethanol
  7. customdried

Sources & evidence

ORD record
ord-2173e4e2a1ee4c90ab7621a020e1ae56
Source dataset
uspto-grants-1980_06
Patent number
US04206156

Reaction notes

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