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

HRID 1078691Notes

Reaction equation

HRID 1078691 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-e86dcca9f139415b80f99bc79ee9d985
Source dataset
uspto-grants-1996_08
Patent number
US05550155

Reaction notes

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