Sodium Iodide → Methyl acetylphosphonate

HRID 1759154Notes

Reaction equation

HRID 1759154 reaction equation
[C:1]([P:4](=[O:9])([O:7]C)[O:5][CH3:6])(=[O:3])[CH3:2].[I-].[Na+:11]>CC(C)=O>[C:1]([P:4](=[O:7])([O-:9])[O:5][CH3:6])(=[O:3])[CH3:2].[Na+:11]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 2785315DIMETHYL ACETYLPHOSPHONATE

Product 1

HCID 23674726Methyl acetylphosphonate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Dimethyl acetylphosphonate (10 g, 0.066 mol) and sodium iodide (15 g, 0.1 mol) were dissolved in acetone (80 ml) and the solution was stirred and refluxed for 6 hours. After cooling, the precipitated solid was filtered off, washed with acetone and ether and then air dried. Yield=9.5 g, m.p. decomp >170°. The NMR spectrum was consistent with the proposed structure.

Workup

  1. temperaturerefluxed for 6 hours
  2. temperatureAfter cooling
  3. filtrationthe precipitated solid was filtered off
  4. washwashed with acetone and ether
  5. customair dried
  6. customm.p. decomp >170°

Sources & evidence

ORD record
ord-ab309c2de80d44e996ba08a004182480
Source dataset
uspto-grants-1982_07
Patent number
US04339443

Reaction notes

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