Phosphonic acid → Phenoxyethanol phosphate

HRID 604695

Reaction equation

HRID 604695 reaction equation
[O:1]([CH:8]([OH:10])[CH3:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:11][PH:12]([OH:14])=[O:13].O>C1(C)C(C)=CC=CC=1>[P:12]([O:10][CH:8]([O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH3:9])([OH:14])([OH:13])=[O:11]

Participants

5

Reactant 3

HCID 407Phosphonic acidHCID 962WaterHCID 178486431-Phenoxyethan-1-ol

Product 1

HCID 18755952Phenoxyethanol phosphate

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

1 mol of phenoxyethanol is esterified azeotropically in the presence of 1.1 mol of H3PO3 in xylene on a water separator. The reaction product which precipitates on cooling is filtered off, washed with petroleum ether and dried to give a white powder. The amount of the phosphoric diester (2-phenoxyethanol hydrogensulphate, 0-50%) which may be formed in this reaction in addition to phenoxyethanol phosphate (phenoxyethanol dihydrogenphosphate) does not interfere in the polycondensation which subsequently takes place; it is also incorporated into the polycondensate.

Workup

  1. customThe reaction product which precipitates
  2. temperatureon cooling
  3. filtrationis filtered off
  4. washwashed with petroleum ether
  5. customdried
  6. customto give a white powder

Sources & evidence

ORD record
ord-9bf3855acc904dbc879dbcc5be5a6f4c
Source dataset
uspto-grants-2011_03
Patent number
US07910640B2

Linked notes

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