Tributylamine → Clodronate

HRID 1157346Notes

Reaction equation

HRID 1157346 reaction equation
[Na+].[Na+].[Cl:3][C:4]([Cl:13])([P:9](=[O:12])([O-:11])[O-:10])[P:5](=[O:8])([OH:7])[OH:6].C(N(CCCC)CCCC)CCC>>[Cl:13][C:4]([Cl:3])([P:5](=[O:6])([OH:8])[OH:7])[P:9](=[O:10])([OH:11])[OH:12]

Participants

3

Reactant 2

HCID 7622TributylamineHCID 73554303Dichloromethylenediphosphonic acid

Product 1

HCID 25419Clodronate

Procedure

An aqueous solution of dichloromethylenediphosphonic acid disodium salt (1.0 g, 3.46 mmol) was loaded on a column of DOWEX 50WX8-100 ion-exchange resin and eluted with water. Tributylamine (1.65 mL, 6.92 mmol) was added and the mixture was shaken vigorously. The resulting solution was concentrated to dryness and coevaporated with anhydrous DMF three times. The residue was dried under vacuum overnight.

Workup

  1. washeluted with water
  2. concentrationThe resulting solution was concentrated to dryness
  3. customThe residue was dried under vacuum overnight

Sources & evidence

ORD record
ord-eee9d7e1acb74bf79f8becde6b56a395
Source dataset
uspto-grants-2010_10
Patent number
US07807653B2

Reaction notes

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