Ethylene Glycol → 2-Hydroxyethyl ethylpropenyl-phosphinate

HRID 1621059Notes

Reaction equation

[CH2:1]([P:3]([CH:10]=[CH:11][CH3:12])(=[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.O=[Ti].[K+].[K+]>[CH2:1]([P:3]([CH:10]=[CH:11][CH3:12])(=[O:9])[O:4][CH2:5][CH2:6][OH:15])[CH3:2]

Participants

Conditions

Temperature: 100 °C

Procedure

To 570 g (3.0 mol) of butyl ethylpropenylphosphinate (produced as in Example 6) are added 248 g (4 mol) of ethylene glycol and 0.4 g of potassium titanyl oxalate followed by stirring at 100° C. for 2 h. Volatiles are distilled off by gradual evacuation to leave 506 g (98% of theory) of 2-hydroxyethyl ethylpropenyl-phosphinate.

Workup

distillationVolatiles are distilled off by gradual evacuation

Sources & evidence

ORD record: ord-21d86f61c9c941bfa118012c2672cdaa
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08772519B2

Reaction notes

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