Sodium Hydroxide → HCID 23695952, compound

HRID 231283Notes

Reaction equation

HRID 231283 reaction equation
[P:1]([O-:22])([O:16][CH2:17][CH:18]([OH:21])[CH2:19]Cl)([O:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])=[O:2].[Na+:23].[OH-].[Na+]>C(O)C>[P:1]([O-:22])([O:16][CH2:17][CH:18]1[O:21][CH2:19]1)([O:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])=[O:2].[Na+:23]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 23707533HCID 23707533, compound

Product 1

HCID 23695952HCID 23695952, compoundYield 102.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
70 °C

Procedure

50 g (0.13 mol) of sodium dodecyl 2-hydroxy-3chloropropyl phosphate was charged into a reactor, to which 1000 ml of ethanol was added, followed by agitation and heating to 70° C. to give a uniform system. Thereafter, the reaction system was cooled down to room temperature, to which 62.5 g (0.13 mol) of a 0.0021 mol/g sodium hydroxide solution in ethanol was gradually added and agitated for 3 hours while keeping the temperature. The high performance liquid chromatography (hereinafter referred to as HPLC) analysis revealed that the peak for the starting material disappeared and a peak for a new product appeared. The precipitated NaCl was removed by filtration, followed by distillation of the ethanol under reduced pressure to obtain 46 g of sodium dodecyl glycidyl phosphate (yield 100%). 1H NMR (D2O, δ(ppm)): see FIG. 1

Workup

  1. additionwas added
  2. customto give a uniform system
  3. additionwas gradually added
  4. customThe precipitated NaCl was removed by filtration
  5. distillationfollowed by distillation of the ethanol under reduced pressure

Sources & evidence

ORD record
ord-c4fc40a2c9db4597a240cbee549c25b3
Source dataset
uspto-grants-1989_07
Patent number
US04845239

Reaction notes

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