Water → HCID 53867136, compound

HRID 483896Notes

Reaction equation

HRID 483896 reaction equation
[Cl:1][O-:2].[Na+].[OH2:4].C(OC[O:13][P:14]([CH2:25][P:26](=[O:45])([O:36]COC(=O)C(C)(C)C)[O:27]COC(=O)C(C)(C)C)(=O)OCOC(=O)C(C)(C)C)(=O)C(C)(C)C.C(Cl)(Cl)[Cl:47]>>[Cl:1][O:2][P:14]([CH2:25][P:26](=[O:45])([OH:36])[OH:27])(=[O:13])[O:4][Cl:47]

Participants

5

Reactant 4

HCID 962WaterHCID 6212Chloroform2×HCID 11767374HCID 11767374, compoundHCID 23665760Sodium Hypochlorite

Product 1

HCID 53867136HCID 53867136, compound

Procedure

A 5.25% solution of sodium hypochlorite in water (4.4 ml, 3.4 mmol) was added dropwise over 10 minutes to a stirred solution of methylenebisphosphonic acid tetra(pivaloyloxymethyl) ester (1.0 g, 1.58 mmol) in CHCl3 (5 ml). After addition was complete, the reaction mixture was stirred at room temperature for 1 hour and then allowed to stand overnight. Additional CHCl3 was added and the aqueous layer separated. After drying (Na2SO4) and filtering the solvent was removed under reduced pressure to give the tetra(pivaloyloxymethyl)ester of dichloro-methylene-bisphosphonic acid.

Workup

  1. additionAfter addition
  2. waitto stand overnight
  3. customthe aqueous layer separated
  4. dry with materialAfter drying (Na2SO4)
  5. filtrationfiltering the solvent
  6. customwas removed under reduced pressure

Sources & evidence

ORD record
ord-46afe54933f64cbea83af2af2d0dc648
Source dataset
uspto-grants-1993_07
Patent number
US05227506

Reaction notes

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