HCID 15574578, compound → Hydroxyphosphonoacetic acid

HRID 1759317Notes

Reaction equation

HRID 1759317 reaction equation
C([O:5][C:6](=[O:15])[CH:7]([P:9]([O:13]C)([O:11]C)=[O:10])[OH:8])CCC>Cl>[P:9]([CH:7]([OH:8])[C:6]([OH:15])=[O:5])([OH:13])([OH:11])=[O:10]

Participants

3

Reactant 1

HCID 15574578HCID 15574578, compound

Product 1

HCID 73189Hydroxyphosphonoacetic acidYield 85%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

27 g of dimethoxyphosphinyl-hydroxy-acetic acid butyl ester and 200 ml of 5 N hydrochloric acid are boiled under reflux for 15 hours. The water is distilled off, the product is freed from residual water by azeotropic distillation with toluene and 15.0 g of phosphono-hydroxy-acetic acid are obtained (yield: 85%). 1H-NMR (D2O): δ=4.56 ppm (1H, d, J=18 Hz, P--CH)

Workup

  1. temperatureunder reflux for 15 hours
  2. distillationThe water is distilled off
  3. distillationthe product is freed from residual water by azeotropic distillation with toluene and 15.0 g of phosphono-hydroxy-acetic acid
  4. customare obtained (yield: 85%)

Sources & evidence

ORD record
ord-11edb3bf37604a5297834a5e083931de
Source dataset
uspto-grants-1982_07
Patent number
US04340599

Reaction notes

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