Phosphoric Acid → Bis(N,N,N-tributylbutan-1-aminium) hydrogen phosphate

HRID 1585466Notes

Reaction equation

HRID 1585466 reaction equation
[OH-].[CH2:2]([N+:6]([CH2:15][CH2:16][CH2:17][CH3:18])([CH2:11][CH2:12][CH2:13][CH3:14])[CH2:7][CH2:8][CH2:9][CH3:10])[CH2:3][CH2:4][CH3:5].[P:19](=[O:23])([OH:22])([OH:21])[OH:20].C(#N)C.C1(C)C=CC=CC=1>O>[P:19]([O-:23])([O-:22])([OH:21])=[O:20].[CH2:15]([N+:6]([CH2:2][CH2:3][CH2:4][CH3:5])([CH2:7][CH2:8][CH2:9][CH3:10])[CH2:11][CH2:12][CH2:13][CH3:14])[CH2:16][CH2:17][CH3:18].[CH2:15]([N+:6]([CH2:2][CH2:3][CH2:4][CH3:5])([CH2:7][CH2:8][CH2:9][CH3:10])[CH2:11][CH2:12][CH2:13][CH3:14])[CH2:16][CH2:17][CH3:18]

Participants

6

Reactant 4

HCID 1004Phosphoric AcidHCID 1140TolueneHCID 6342AcetonitrileHCID 2723671Tetrabutylammonium Hydroxide

Product 1

HCID 71356810Bis(N,N,N-tributylbutan-1-aminium) hydrogen phosphate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Tetra-n-butylammonium hydroxide (40% aq. w/w, about 150 g) was added dropwise to a solution of phosphoric acid (85% aq, w/w, 18 g, 0.155 mmol) in water (150 mL) until the pH reached 7. Water was then evaporated in vacuo to give a syrup which was co-evaporated with dry acetonitrile (2×400 mL) followed by dry toluene (2×400 mL). The resulting white solid (75 g) was dried in vacuo and stored over phosphorus pentoxide under vacuum until used.

Workup

  1. customWater was then evaporated in vacuo
  2. customto give a syrup which
  3. dry with materialThe resulting white solid (75 g) was dried in vacuo

Sources & evidence

ORD record
ord-096580493afa432e875b7eac4e0cb20b
Source dataset
uspto-grants-1999_08
Patent number
US05939290

Reaction notes

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