Dibutyl 4-hydroxybenzylphosphonate → (4-Hydroxybenzyl)phosphonic Acid

HRID 1488343Notes

Reaction equation

HRID 1488343 reaction equation
[OH:1][C:2]1[CH:20]=[CH:19][C:5]([CH2:6][P:7](=[O:18])([O:13]CCCC)[O:8]CCCC)=[CH:4][CH:3]=1>Cl>[OH:1][C:2]1[CH:20]=[CH:19][C:5]([CH2:6][P:7](=[O:8])([OH:18])[OH:13])=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 22904633Dibutyl 4-hydroxybenzylphosphonate

Product 1

HCID 12029255(4-Hydroxybenzyl)phosphonic Acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of dibutyl 4-hydroxybenzylphosphonate (1.77 g) in 18% aqueous hydrochloric acid (30 ml) is heated at reflux for about 18 hours, then is concentrated in vacuo. The residue is triturated in hexanes to give 4-hydroxybenzyl phosphonic acid.

Workup

  1. temperatureis heated
  2. temperatureat reflux for about 18 hours
  3. concentrationis concentrated in vacuo
  4. customThe residue is triturated in hexanes

Sources & evidence

ORD record
ord-3657e74bd12849df892a349a7f2d8422
Source dataset
uspto-grants-1997_10
Patent number
US05674482

Reaction notes

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