Pyrophosphoric acid → Tris-(tributylammonium) pyrophosphate

HRID 1167048

Reaction equation

HRID 1167048 reaction equation
[P:1]([O:5][P:6]([OH:9])([OH:8])=[O:7])([OH:4])([OH:3])=[O:2].[CH2:10]([N:14]([CH2:19][CH2:20][CH2:21][CH3:22])[CH2:15][CH2:16][CH2:17][CH3:18])[CH2:11][CH2:12][CH3:13]>O>[O-:3][P:1]([O:5][P:6]([OH:9])([O-:8])=[O:7])(=[O:2])[O-:4].[CH2:19]([NH+:14]([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:15][CH2:16][CH2:17][CH3:18])[CH2:20][CH2:21][CH3:22].[CH2:19]([NH+:14]([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:15][CH2:16][CH2:17][CH3:18])[CH2:20][CH2:21][CH3:22].[CH2:19]([NH+:14]([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:15][CH2:16][CH2:17][CH3:18])[CH2:20][CH2:21][CH3:22]

Participants

4

Reactant 2

HCID 1023Pyrophosphoric acidHCID 7622Tributylamine

Product 1

HCID 22621555Tris-(tributylammonium) pyrophosphate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

Tris-(tributylammonium) pyrophosphate was prepared by treating pyrophosphoric acid (293 mg) in water (2.0 mL) with tributylamine (1.2 mL). The mixture was stirred vigorously at 0° C. for 10 min, and then at room temperature (RT) for 1 h. The water was removed by lyophilization: the residue was further dried by coevaporation with pyridine (3×5 mL) and toluene (5 mL), and then by evacuation (0.25 mm pressure, 12 h). The tris-(tributylammonium) pyrophosphate residue was dissolved in dimethylformamide (2.5 mL) and the solution used for subsequent reactions.

Workup

  1. waitat room temperature (RT) for 1 h
  2. customThe water was removed by lyophilization
  3. dry with materialthe residue was further dried by coevaporation with pyridine (3×5 mL) and toluene (5 mL)
  4. customby evacuation (0.25 mm pressure, 12 h)
  5. dissolutionThe tris-(tributylammonium) pyrophosphate residue was dissolved in dimethylformamide (2.5 mL)

Sources & evidence

ORD record
ord-c6c2250949da4bebbc0fbfae33fda2ad
Source dataset
uspto-grants-2003_09
Patent number
US06617106B1

Linked notes

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