Ethylene Glycol → HCID 86619320, compound

HRID 2069871Notes

Reaction equation

[C:1]([OH:6])(=[O:5])[CH:2]([CH3:4])[OH:3].CC(C)[O-].CC(C)[O-].CC(C)[O-].CC(C)[O-].[Ti+4:23].[OH-].[Na+:25].C(O)CO>O>[Na+:25].[C:1]([O-:6])(=[O:5])[CH:2]([CH3:4])[OH:3].[Ti+4:23].[C:1]([O-:6])(=[O:5])[CH:2]([CH3:4])[OH:3].[C:1]([O-:6])(=[O:5])[CH:2]([CH3:4])[OH:3].[C:1]([O-:6])(=[O:5])[CH:2]([CH3:4])[OH:3].[C:1]([O-:6])(=[O:5])[CH:2]([CH3:4])[OH:3]

Participants

Conditions

Temperature: 70 °C

Procedure

Lactic acid (226.8 g, 2.52 mol) was dissolved in hot water (371 g) in a flask of 3 L having an agitator, a condenser and a thermometer. Titanium tetraisopropoxide (285 g, 1.00 mol) was slowly added to this solution being agitated, from a drop funnel. This mixture was heated and circulated for one hour to prepare a cloud solution, and by this, isopropanol/water mixture was distilled under a pressure-reduced condition. The product was cooled down to a temperature lower than 70° C., and then, aqueous solution containing NaOH (380 g, 3.04 mol) at 32% by weight was slowly added to this solution being agitated, from a drop funnel. The obtained product was filtered, then mixed with ethylene glycol (504 g, 8 mol), thereafter heated under a pressure-reduced condition to remove isopropanol/water, and a slightly cloud light yellow product (Ti content: 5.6% by weight) was obtained (titanium lactate sodium chelate compound).

Workup

temperatureThis mixture was heated
customto prepare a cloud solution
distillationby this, isopropanol/water mixture was distilled under a pressure-reduced condition
additionwas slowly added to this solution
stirringbeing agitated, from a drop funnel
filtrationThe obtained product was filtered
temperatureheated under a pressure-reduced condition
customto remove isopropanol/water

Sources & evidence

ORD record: ord-800f80f08c8f4ac38791536ea8d10981
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08299158B2

Reaction notes

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