Sodium hydroxide ethanol → Sodium nonylphenyl glycidyl phosphate

HRID 231285

Reaction equation

HRID 231285 reaction equation
[P:1]([O-:25])([O:19][CH2:20][CH:21]([OH:24])[CH2:22]Cl)([O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:2].[Na+:26].C(O)C.[OH-].[Na+]>C(O)C>[P:1]([O-:25])([O:19][CH2:20][CH:21]1[O:24][CH2:22]1)([O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:2].[Na+:26]

Participants

4

Reactant 2

HCID 23692425Sodium hydroxide ethanolHCID 67931554Sodium nonylphenyl 2-hydroxy-3-chloropropyl phosphate

Product 1

HCID 23714448Sodium nonylphenyl glycidyl phosphateYield 99.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

50 g (0.12 mol) of sodium nonylphenyl 2-hydroxy-3-chloropropyl phosphate was charged into a reactor, to which 1000 ml of ethanol was added, followed by agitation and heating to 80° C. to obtain a uniform mixture. Thereafter, the reaction system was cooled down to 30° C., to which was gradually added 53.0 g (0.12 mol) of a 0.0022 mol/g sodium hydroxide ethanol solution, followed by agitation for 4 hours while keeping the temperature. The HPLC analysis revealed the disappearance of a peak of the starting material with a peak for the resultant new product appearing. The resultant NaCl precipitate was removed by filtration and the ethanol was distilled off under reduced pressure to obtain 45 g (yield: 98%) of sodium nonylphenyl glycidyl phosphate.

Workup

  1. additionwas added
  2. customto obtain a uniform mixture
  3. temperatureThereafter, the reaction system was cooled down to 30° C., to which
  4. customThe resultant NaCl precipitate was removed by filtration
  5. distillationthe ethanol was distilled off under reduced pressure

Sources & evidence

ORD record
ord-25de5a9188484cf39fdb66cb4fe46d01
Source dataset
uspto-grants-1989_07
Patent number
US04845239

Linked notes

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