HCID 12266577, compound → p-Xylylenediphosphonic Acid

HRID 2379033Notes

Reaction equation

HRID 2379033 reaction equation
C[O:2][P:3]([CH2:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][P:15](=[O:20])([O:18]C)[O:16]C)=[CH:10][CH:9]=1)(=[O:6])[O:4]C>Cl>[C:11]1([CH2:14][P:15](=[O:16])([OH:18])[OH:20])[CH:10]=[CH:9][C:8]([CH2:7][P:3](=[O:2])([OH:4])[OH:6])=[CH:13][CH:12]=1

Participants

3

Reactant 1

HCID 12266577HCID 12266577, compound

Product 1

HCID 155037p-Xylylenediphosphonic AcidYield 0.1%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of bisphosphate ester (Example 19, 1.0 g, 3.1 mol) and concentrated HCl (10 ml) is heated to reflux temperature. A clear solution is obtained. The solution is heated at reflux temperature for 3.5 hours during which time a white precipitate formes. The mixture is cooled and then concentrated under reduced pressure to yield a white solid. The solid is recrystallized from water to give 520 mg of a white solid, mp >300° C.

Workup

  1. temperatureis heated
  2. temperatureto reflux temperature
  3. customA clear solution is obtained
  4. temperatureThe solution is heated
  5. temperatureat reflux temperature for 3.5 hours during which time a white precipitate formes
  6. temperatureThe mixture is cooled
  7. concentrationconcentrated under reduced pressure
  8. customto yield a white solid
  9. customThe solid is recrystallized from water

Sources & evidence

ORD record
ord-97eb0bd5913146ea8332739f65cdc1da
Source dataset
uspto-grants-1994_11
Patent number
US05360797

Reaction notes

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