2-(2-Diethoxyphosphorylethyl)isoindole-1,3-dione → Diethyl (2-aminoethyl)phosphonate

HRID 1763476Notes

Reaction equation

HRID 1763476 reaction equation
C1(=O)[N:5]([CH2:6][CH2:7][P:8](=[O:15])([O:12][CH2:13][CH3:14])[O:9][CH2:10][CH3:11])C(=O)C2=CC=CC=C12>C(O)C.O.NN>[NH2:5][CH2:6][CH2:7][P:8](=[O:15])([O:9][CH2:10][CH3:11])[O:12][CH2:13][CH3:14]

Participants

4

Reactant 1

HCID 2543772-(2-Diethoxyphosphorylethyl)isoindole-1,3-dione

Product 1

HCID 2733596Diethyl (2-aminoethyl)phosphonate

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 24654Hydrazine hydrate (1:1)Solvent

Procedure

A mixture of 4.67 g (0.015 mol) of diethyl phthalimidoethylphosphonate in 30 ml of ethanol and 1.2 ml of 100% hydrazine hydrate is kept at ambient temperature for ca. 16 hours then is refluxed for 2 hours. The mixture is cooled and filtered and the filtrate is concentrated to give diethyl (2-aminoethyl)phosphonate.

Workup

  1. temperaturethen is refluxed for 2 hours
  2. temperatureThe mixture is cooled
  3. filtrationfiltered
  4. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-270cbcc80b03476a9e0e327c0e5b21bc
Source dataset
uspto-grants-1978_09
Patent number
US04112086

Reaction notes

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