Water → Hexadecyl-ammoniumethyl phosphonate

HRID 653224

Reaction equation

HRID 653224 reaction equation
[P:1]([O-:8])([O:5]CC)[O:2]CC.O.[CH2:10]([NH2:26])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]>C(O)C>[CH2:10]([P:1](=[O:2])([O-:5])[O-:8])[CH3:11].[CH2:10]([NH3+:26])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25].[CH2:10]([NH3+:26])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]

Participants

5

Reactant 3

HCID 962WaterHCID 8926HexadecylamineHCID 3780918Diethylphosphite

Product 1

HCID 20196053Hexadecyl-ammoniumethyl phosphonateYield 97%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a mixture of 34.6 g. (0.25 moles) of diethyl phosphite, 50 ml. of water and 50 ml. of ethanol 60.4 g (0.25 moles) of hexadecyl amine and 70 ml. of ethanol are added. The reaction mixture is refluxed for 4 hours, whereupon the solvent is distilled off in vacuo. 85.2 g. of hexadecyl-ammoniumethyl phosphonate are obtained. Yield: 97.0%. Melting point: 50° l to 52° C.

Workup

  1. additionTo a mixture of 34.6 g
  2. temperatureThe reaction mixture is refluxed for 4 hours, whereupon the solvent
  3. distillationis distilled off in vacuo

Sources & evidence

ORD record
ord-a617dc18489541fc8a86a72181919e53
Source dataset
uspto-grants-1987_06
Patent number
US04675431

Linked notes

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