1-Butanol → Butyl ethyl(2-hydroxyethyl)phosphinate

HRID 2179554Notes

Reaction equation

HRID 2179554 reaction equation
[CH2:1]([P:3]([CH2:6][CH2:7][OH:8])(=[O:5])[OH:4])[CH3:2].[CH2:9](O)[CH2:10][CH2:11][CH3:12].O>C1(C)C=CC=CC=1>[CH2:1]([P:3]([CH2:6][CH2:7][OH:8])(=[O:4])[O:5][CH2:9][CH2:10][CH2:11][CH3:12])[CH3:2]

Participants

5

Reactant 3

HCID 2631-ButanolHCID 962WaterHCID 46832563HCID 46832563, compound

Product 1

HCID 46832566Butyl ethyl(2-hydroxyethyl)phosphinateYield 86%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

414 g (3 mol) of the ethyl(2-hydroxyethyl)phosphinic acid obtained (produced as in Example 8) 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 500 g (86% of theory) of butyl ethyl(2-hydroxyethyl)phosphinate purified by distillation at reduced pressure.

Workup

  1. custom(produced as in Example 8)
  2. customare at 85° C.
  3. customis removed by azeotropic distillation

Sources & evidence

ORD record
ord-8b6e05dfb0c248f090cbf66a9733af24
Source dataset
uspto-grants-2015_06
Patent number
US09068119B2

Reaction notes

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