HCID 57046463, compound → HCID 15219163, compound

HRID 703050Notes

Reaction equation

HRID 703050 reaction equation
[P:1]([CH2:5][O:6][C:7](CC)(CC)[C:8]([O:13][CH2:14][P:15]([OH:18])([OH:17])=[O:16])(CC)CC)([OH:4])([OH:3])=[O:2]>Cl>[P:1]([CH2:5][O:6][CH2:7][CH2:8][O:13][CH2:14][P:15]([OH:17])([OH:18])=[O:16])([OH:3])([OH:4])=[O:2]

Participants

3

Reactant 1

HCID 57046463HCID 57046463, compound

Product 1

HCID 15219163HCID 15219163, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Tetraethyl ethylene glycol di-(phosphonomethyl) ether prepared in this manner (1.2 g, 3.3 mmol) in 15 ml concentrated hydrochloric acid was heated to reflux for 3 hours. An additional 5 ml of acid was added and the reflux continued for another 7.5 hours. After standing overnight at room temperature, the solution was concentrated under vacuum. The residue was dissolved in water and washed with hexane. Concentration under vacuum gave 0.6 g of ethyleneglycol di-(phosphonomethyl) ether (i.e. "EDPME"). The structure of the ethyleneglycol di-(phosphonomethyl) ether was verified by nuclear magnetic resonance spectroscopy (carbon-13, proton, and phosphorous) as well as fast atom bombardment mass spectrometry.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 3 hours
  3. waitAfter standing overnight at room temperature
  4. concentrationthe solution was concentrated under vacuum
  5. dissolutionThe residue was dissolved in water
  6. washwashed with hexane
  7. concentrationConcentration under vacuum

Sources & evidence

ORD record
ord-4f31c49e55a6417c95e6d40f9c74d042
Source dataset
uspto-grants-1991_01
Patent number
US04981648

Reaction notes

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