1-Butanol → Butyl ethyl-3-hydroxypropylphosphinate

HRID 1914967Notes

Reaction equation

HRID 1914967 reaction equation
[CH2:1]([P:3]([CH2:6][CH2:7][CH2:8][OH:9])(=[O:5])[OH:4])[CH3:2].[CH2:10](O)[CH2:11][CH2:12][CH3:13].O>C1(C)C=CC=CC=1>[CH2:1]([P:3]([CH2:6][CH2:7][CH2:8][OH:9])(=[O:4])[O:5][CH2:10][CH2:11][CH2:12][CH3:13])[CH3:2]

Participants

5

Reactant 3

HCID 2631-ButanolHCID 962WaterHCID 86656674Ethyl-3-hydroxypropylphosphinic acid

Product 1

HCID 86656676Butyl ethyl-3-hydroxypropylphosphinateYield 84%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

456 g (3 mol) of ethyl(3-hydroxypropyl)phosphinic acid (produced as in Example 5) are at 85° C. dissolved in 400 ml of toluene and admixed with 888 g (12 mol) of butanol. At a reaction temperature of about 100° C., the water formed is removed by azeotropic distillation to leave 524 g (84% of theory) of butyl ethyl(3-hydroxy-propyl)phosphinate purified by distillation at reduced pressure.

Workup

  1. customare at 85° C.
  2. customis removed by azeotropic distillation

Sources & evidence

ORD record
ord-207303fa1c504aaa87e989438c2e9f8d
Source dataset
uspto-grants-2013_12
Patent number
US08614267B2

Reaction notes

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