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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 23974Generated: October 28, 2026

Hexane → 2,2-bis[N-(2-aminophenyl)-{4-(4-aminophenoxy)phenyl}]hexafluoropropane

https://huagongshe.com/reaction/23974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
Reactant2,2-bis[N-(2-nitrophenyl)-{4-(4-aminophenoxy)phenyl}]hexafluoropropaneHCID 22571266—
ReactantHCID 178418361HCID 178418361—
CatalystHCID 178418390HCID 178418390—
SolventEthyl AcetateHCID 8857—
Product2,2-bis[N-(2-aminophenyl)-{4-(4-aminophenoxy)phenyl}]hexafluoropropaneHCID 2257126989.8%

Reaction Steps

15 g (19.7 mmol) of 2,2-bis[N-(2-nitrophenyl)-{4-(4-aminophenoxy)phenyl}]hexafluoropropane synthesized above were dissolved in 200 ml of ethyl acetate. Thereto was added 800 mg of 10% palladium carbon as a catalyst, and replacement with hydrogen was then carried out. After that, reaction was conducted at room temperature under a hydrogen pressure of 1.01 MPa (10 atm) for 18 hours with stirring vigorously. The obtained reaction solution was filtered with cerite to remove the catalyst, and ethyl acetate was removed under reduced pressure. The obtained crude product was refined by using silica gel chromatography (hexane: ethyl acetate=2:1), and recrystallized by using a chloroform-hexane mixed solution, and ethanol-water mixed solution to obtain 12.4 g of 2,2-bis[N-(2-aminophenyl)-{4-(4-aminophenoxy)phenyl}]hexafluoropropane (hereinafter EPNPN) in white solid (yeild: 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06855774B2
Source datasetuspto-grants-2005_02
ORD IDord-2ed561253a934012b9d23893ef0ea9e8
Source noteuspto-grants-2005_02