Triethyl 2-phosphonopropionate → 2-Phosphonopropionic acid

HRID 26655

Reaction equation

HRID 26655 reaction equation
C([O:3][C:4](=[O:15])[CH:5]([P:7]([O:12]CC)([O:9]CC)=[O:8])[CH3:6])C>Cl>[P:7]([CH:5]([CH3:6])[C:4]([OH:15])=[O:3])([OH:12])([OH:9])=[O:8]

Participants

3

Reactant 1

HCID 107155Triethyl 2-phosphonopropionate

Product 1

HCID 731872-Phosphonopropionic acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of ethyl-2-(diethoxyphosphinyl)propionate (15 g., 0.063 moles) in 6 N hydrochloric acid (150 ml.) is heated to reflux for 2.5 hours. After this time, the reaction vessel is fitted with a Dean-Stark trap and heated at reflux an additional thirty minutes. The reaction mixture is concentrated in vacuo to yield 2-phosphonopropionic acid (quantitative).

Workup

  1. temperatureis heated
  2. temperatureto reflux for 2.5 hours
  3. customAfter this time, the reaction vessel is fitted with a Dean-Stark trap
  4. temperatureheated
  5. temperatureat reflux an additional thirty minutes
  6. concentrationThe reaction mixture is concentrated in vacuo

Sources & evidence

ORD record
ord-51634a379c774f2fb0c7ff187d1ea7c9
Source dataset
uspto-grants-1979_04
Patent number
US04151172

Linked notes

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