Sodium ethoxide → 2-chloroethanephosphonic acid ethyl ester N-monoisopropylamide

HRID 462010Notes

Reaction equation

HRID 462010 reaction equation
[CH3:1][CH2:2][O-:3].[Na+].[Cl-].[CH:6]([NH:9][P:10]([CH2:13][CH2:14][Cl:15])(=[O:12])[OH:11])([CH3:8])[CH3:7]>C1C=CC=CC=1>[CH:6]([NH-:9])([CH3:8])[CH3:7].[CH2:2]([O:3][P:10]([CH2:13][CH2:14][Cl:15])(=[O:11])[OH:12])[CH3:1]

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 867353082-chloroethanephosphonic acid N-monoisopropylamide chloride

Product 1

HCID 1317109852-chloroethanephosphonic acid ethyl ester N-monoisopropylamide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

87 ml (0.2 mole) ethanolic sodium ethylate solution are added to 41 g (0.2 mole) 2-chloroethanephosphonic acid N-monoisopropylamide chloride in 200 ml benzene at room temperature. Stirring was afterwards effected for 2 hours; the salts were then filtered off with suction, the reaction solution was washed with water, and drying with sodium sulfate was effected. After the solvent had been drawn off, slight distillation was carried out. There remained behind a colourless oil, nD26 = 1.4580, yield: 27 g (64%) 2-chloroethanephosphonic acid ethyl ester N-monoisopropylamide.

Workup

  1. filtrationthe salts were then filtered off with suction
  2. washthe reaction solution was washed with water
  3. dry with materialdrying with sodium sulfate
  4. distillationslight distillation

Sources & evidence

ORD record
ord-b5b83ca1e2074034a6e8f89812fe3cca
Source dataset
uspto-grants-1977_12
Patent number
US04065288

Reaction notes

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