HCID 57046463, compound → HCID 15219163, compound

HRID 258425Notes

Reaction equation

HRID 258425 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

A solution of the tetraethylethyleneglycol di-(phosphonomethyl) ether prepared in accordance with the process of Example V (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. 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-ec30ab5f6a0c46db94eaae08416877fe
Source dataset
uspto-grants-1993_11
Patent number
US05266722

Reaction notes

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