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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13434Generated: October 25, 2026

3,3'-Bis(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-4,4'-oxydianiline → 4,4'-Diaminodiphenyl Ether

https://huagongshe.com/reaction/13434

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,3'-Bis(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-4,4'-oxydianilineHCID 86623391—
Reactant3-(1-Hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-4,4'-oxydianilineHCID 86623392—
Product4,4'-Diaminodiphenyl EtherHCID 7579—
ProductHexafluoroacetoneHCID 12695—
Product3,3'-Bis(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-4,4'-oxydianilineHCID 86623391—

Reaction Steps

The reaction liquid was found by gas chromatography (GC) analysis to contain 39.8% of the target compound, 3,3′-bis(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-4,4′-oxydianiline, 5.4% of 3-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-4,4′-oxydianiline, and 53.0% of the total of various imines produced by the reaction of hexafluoroacetone with the amine moiety of 4,4′-oxydianiline. After adding 50 ml of water to the reaction liquid, stirring was conducted. This mixed liquid was filtered, followed by washing with water and then vacuum drying, thereby obtaining 4.30 g of the target compound, 3,3′-bis(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-4,4′-oxydianiline (yield: 33%; purity: 80.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728103B2
Source datasetuspto-grants-2010_06
ORD IDord-2383ca7dda034eaf9e5ce21fe1938f55
Source noteuspto-grants-2010_06