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

HRID 1866599

反応式

HRID 1866599 の反応式
[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

参加物

5

反応物 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

生成物 3

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

実験手順

The reaction liquid was found by gas chromatography (GC) analysis to contain 59.0% of the target compound, 3, 3′-bis(1 -hydroxy- 1 -trifluoromethyl- 2,2,2-trifluoroethyl) -4,4′ -oxydianiline, 9.3% of 3- (1 -hydroxy- 1 -trifluoromethyl -2,2,2 -trifluoroethyl) -4,4′-oxydianiline, and 28.8% of the total of various imines produced by the reaction of hexafluoroacetone with the amine moiety of 4,4′-oxydianiline. 50 m1 of toluene were added to the reaction liquid, followed by heating dissolution. After cooling, the precipitated solid matter was filtered, followed by vacuum drying. 15.2 g of crude 3,3′-bis(1-hydroxy-1-trifluoromethyl- 2,2,2 -trifluoroethyl) -4,4′-oxydianiline (yield: 91%; purity: 88.2%) were obtained. This crude product was recrystallized in toluene, thereby obtaining 12.0 g of the target 3, 3′-bis(1 -hydroxy- 1 -trifluoromethyl-2,2,2-trifluoroethyl) .4,4′-oxydianiline (yield: 72%; purity: 94.5%).

後処理

  1. customThe reaction liquid

出典と根拠

ORDレコード
ord-31864116d77b47b8a946842f7ee7cce1
出典データセット
uspto-grants-2009_12
特許番号
US07629434B2

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