Trimethyl Phosphate → HCID 86608378, compound

HRID 1821105Notes

Reaction equation

HRID 1821105 reaction equation
[CH2:1]([N:3]([CH2:10][CH3:11])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH3:2].[CH3:12][O:13][P:14](=[O:19])([O:17]C)[O:15]C>CO>[P:14]([O-:19])([O-:17])([O-:15])=[O:13].[CH2:10]([N+:3]([CH2:1][CH3:2])([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH3:12])[CH3:11].[CH2:10]([N+:3]([CH3:12])([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH2:1][CH3:2])[CH3:11].[CH2:10]([N+:3]([CH3:12])([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH2:1][CH3:2])[CH3:11]

Participants

4

Reactant 2

HCID 10541Trimethyl PhosphateHCID 524224Diethylhexylamine

Product 1

HCID 86608378HCID 86608378, compoundYield 134.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a 200 ml four necked flask equipped with a stirrer, a dropping funnel, a cooling tube and a thermometer, 78.65 g (0.5 mol) of diethyl hexyl amine and 50 ml of methanol were charged and heated, to which 70.04 g (0.50 mol) of trimethyl phosphoric acid was dropped slowly taking one hour or more and refluxed for 15 hours. After reaction, they were cooled to room temperature and 136.80 g of diethyl hexyl methyl ammonium phosphate was obtained by drying under a reduced pressure. Then, 136.80 g of the obtained diethyl hexyl methyl ammonium phosphate was dissolved in 50 ml of water, and a solution in which 189.66 g of lithium bis(pentafluoroethane sulfonyl) imide was dissolved in 50 ml of water was added thereto at a room temperature and stirred. From separated two layers, the lower layer was fractionated and by-products were removed by adding 40 wt % of purified water and water washing five times, and vacuum drying was applied to obtain 262.43 g of diethyl hexyl methyl ammonium bis(trifluoromethane sulfonyl) imide. As a result of ICP analysis, the total alkali metals was 2.4 ppm or less, chloride ion was 0.6 ppm, and each of iodide and bromide ions was 0.1 ppm or less (lower than ICP detection limit).

Workup

  1. additionwas dropped slowly
  2. waittaking one hour or more
  3. temperaturerefluxed for 15 hours
  4. customAfter reaction, they

Sources & evidence

ORD record
ord-95751424b780498ba3dc3c06d254ac50
Source dataset
uspto-grants-2009_10
Patent number
US07605271B2

Reaction notes

Loading…