Ethylene Glycol → 2-Hydroxyethyl ethyl(2-hydroxyethyl)phosphinate

HRID 878920Notes

Reaction equation

HRID 878920 reaction equation
[CH2:1]([P:3]([CH2:10][CH2:11][OH:12])(=[O:9])[O:4][CH2:5][CH2:6]CC)[CH3:2].C(O)C[OH:15]>C([O-])(C([O-])=O)=O.C([O-])(C([O-])=O)=O.O=[Ti+2].[K+].[K+]>[CH2:1]([P:3]([CH2:10][CH2:11][OH:12])(=[O:9])[O:4][CH2:5][CH2:6][OH:15])[CH3:2]

Participants

4

Conditions

Temperature
200 °C

Procedure

To 388 g (2 mol) of butyl ethyl(2-hydroxyethyl)phosphinate (produced as in Example 5) are added 155 g (2.5 mol) of ethylene glycol and 0.4 g of potassium titanyloxalate, followed by stirring at 200° C. for 2 h. Volatiles are distilled off by gradual evacuation to leave 315 g (96% of theory) of 2-hydroxyethyl ethyl-(2-hydroxyethyl)phosphinate.

Workup

  1. distillationVolatiles are distilled off by gradual evacuation

Sources & evidence

ORD record
ord-91c35ae2e5924dbca320f5182235abf7
Source dataset
uspto-grants-2015_03
Patent number
US08987490B2

Reaction notes

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