Water → 3-[Ethyl(hydroxy)phosphoryl]propanoic acid

HRID 2282079Notes

Reaction equation

HRID 2282079 reaction equation
[CH2:1]([P:3]([O:10]CCCC)([CH2:5][CH2:6][C:7]([OH:9])=[O:8])=[O:4])[CH3:2].O>C(O)CCC.O>[CH2:1]([P:3]([OH:10])([CH2:5][CH2:6][C:7]([OH:9])=[O:8])=[O:4])[CH3:2]

Participants

4

Reactant 2

HCID 962WaterHCID 866566803-(Ethylbutoxyphosphinyl)propionic acid

Product 1

HCID 190110643-[Ethyl(hydroxy)phosphoryl]propanoic acidYield 93%

Reagents, catalysts & solvents 1

HCID 22253497Water butanolSolvent

Procedure

444 g (2 mol) of 3-(ethylbutoxyphosphinyl)propionic acid (produced as in Example 13) are initially charged in a 1 l five-neck flask equipped with thermometer, reflux condenser, high-performance stirrer and dropping funnel. At 160° C., during 4 h, 500 ml of water are metered in and a butanol-water mixture is distilled off. The solid residue is recrystallized from acetone to obtain 309 g (93% of theory) of 3-(ethylhydroxyphosphinyl)propionic acid as colorless solid.

Workup

  1. customequipped with thermometer
  2. temperaturereflux condenser, high-performance stirrer
  3. distillationis distilled off
  4. customThe solid residue is recrystallized from acetone

Sources & evidence

ORD record
ord-8303d39327b64bdeb30169c916034bb8
Source dataset
uspto-grants-2015_09
Patent number
US09139714B2

Reaction notes

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