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

HRID 13434

Reaktionsgleichung

Reaktionsgleichung von HRID 13434
[OH:1][C:2]([C:11]1[CH:12]=[C:13]([CH:15]=[CH:16][C:17]=1[O:18][C:19]1[CH:25]=[CH:24][C:22]([NH2:23])=[CH:21][C:20]=1[C:26]([C:32]([F:35])([F:34])[F:33])([OH:31])[C:27]([F:30])([F:29])[F:28])[NH2:14])([C:7]([F:10])([F:9])[F:8])[C:3]([F:6])([F:5])[F:4].OC([C:46]1[CH:47]=[C:48]([CH:50]=[CH:51][C:52]=1[O:53][C:54]1[CH:60]=[CH:59][C:57]([NH2:58])=[CH:56][CH:55]=1)[NH2:49])(C(F)(F)F)C(F)(F)F>>[F:4][C:3]([F:6])([F:5])[C:2]([C:7]([F:10])([F:9])[F:8])=[O:1].[OH:31][C:26]([C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][C:19]=1[O:18][C:17]1[CH:16]=[CH:15][C:13]([NH2:14])=[CH:12][C:11]=1[C:2]([C:3]([F:4])([F:5])[F:6])([OH:1])[C:7]([F:8])([F:9])[F:10])[NH2:23])([C:27]([F:30])([F:29])[F:28])[C:32]([F:35])([F:34])[F:33].[O:53]([C:54]1[CH:60]=[CH:59][C:57]([NH2:58])=[CH:56][CH:55]=1)[C:52]1[CH:46]=[CH:47][C:48]([NH2:49])=[CH:50][CH:51]=1

Komponenten

5

Edukt 2

HCID 866233913,3'-Bis(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-4,4'-oxydianilineHCID 866233923-(1-Hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-4,4'-oxydianiline

Produkt 3

HCID 75794,4'-Diaminodiphenyl EtherHCID 12695HexafluoroacetoneHCID 866233913,3'-Bis(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-4,4'-oxydianiline

Versuchsvorschrift

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%).

Aufarbeitung

  1. customThe reaction liquid

Quellen und Nachweise

ORD-Eintrag
ord-2383ca7dda034eaf9e5ce21fe1938f55
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728103B2

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