Tributylamine → Bis-(tributylammonium) pyrophosphate

HRID 656673

Reaction equation

HRID 656673 reaction equation
O.O.O.O.O.O.O.O.O.O.[O-:11][P:12]([O:15][P:16]([O-:19])([O-:18])=[O:17])(=[O:14])[O-:13].[Na+].[Na+].[Na+].[Na+].[CH2:24]([N:28]([CH2:33][CH2:34][CH2:35][CH3:36])[CH2:29][CH2:30][CH2:31][CH3:32])[CH2:25][CH2:26][CH3:27]>O.CCO>[O-:13][P:12]([O:15][P:16]([OH:19])([OH:18])=[O:17])(=[O:11])[O-:14].[CH2:33]([NH+:28]([CH2:24][CH2:25][CH2:26][CH3:27])[CH2:29][CH2:30][CH2:31][CH3:32])[CH2:34][CH2:35][CH3:36].[CH2:33]([NH+:28]([CH2:24][CH2:25][CH2:26][CH3:27])[CH2:29][CH2:30][CH2:31][CH3:32])[CH2:34][CH2:35][CH3:36]

Participants

5

Reactant 2

HCID 7622TributylamineHCID 3084150Sodium pyrophosphate decahydrate

Product 1

HCID 86637539Bis-(tributylammonium) pyrophosphate

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Tetrasodium diphosphate decahydrate (1.5 g, 3.4 mmol) was dissolved in water (34 ml) and the solution was applied to a column of dowex in the H+ form. The column was eluted with water. The eluent dropped directly into a cooled (ice bath) and stirred solution of tri-n-butylamine (1.6 ml, 6.8 mmol) in EtOH (14 ml). The column was washed until the pH of the eluent increased to 6. The aq. ethanol solution was evaporated to dryness and then co-evaporated twice with ethanol and twice with anhydrous DMF. The residue was dissolved in DMF (6.7 ml). The pale yellow solution was stored over 4 Å molecular sieves.

Workup

  1. washThe column was eluted with water
  2. additionThe eluent dropped directly into
  3. temperaturea cooled (ice bath)
  4. washThe column was washed until the pH of the eluent
  5. temperatureincreased to 6
  6. customThe aq. ethanol solution was evaporated to dryness
  7. dissolutionThe residue was dissolved in DMF (6.7 ml)

Sources & evidence

ORD record
ord-a6211fe6b3d5487391c8068dcbfabec6
Source dataset
uspto-grants-2011_12
Patent number
US08071739B2

Linked notes

Loading…