1,3-Bis(3-nitrophenoxy)-5-trifluoromethylbenzene → 1,3-Bis(3-aminophenoxy)-5-trifluoromethylbenzene

HRID 1603981ノート

反応式

HRID 1603981 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([CH:28]=[CH:29][CH:30]=1)[O:7][C:8]1[CH:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:11]=[C:10]([O:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([N+:25]([O-])=O)[CH:20]=2)[CH:9]=1)([O-])=O.[H][H]>[Pd].COCCO>[NH2:1][C:4]1[CH:5]=[C:6]([CH:28]=[CH:29][CH:30]=1)[O:7][C:8]1[CH:13]=[C:12]([C:14]([F:16])([F:17])[F:15])[CH:11]=[C:10]([O:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([NH2:25])[CH:20]=2)[CH:9]=1

参加物

5

反応物 2

HCID 186924191,3-Bis(3-nitrophenoxy)-5-trifluoromethylbenzeneHCID 178418361HCID 178418361、化合物

生成物 1

HCID 183540841,3-Bis(3-aminophenoxy)-5-trifluoromethylbenzene

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 80192-Methoxyethanol溶媒

反応条件

温度
90 °C

実験手順

Into a reducing device equipped with a thermometer, a reflux condenser and an agitator were charged 55 g of 1,3-bis(3-nitrophenoxy)-5-trifluoromethylbenzene (0.131 mol), 150 g of methyl cellosolve and 5 g of 5%-Pd/C (50% of water content), and the mixture was reacted at 70 to 80° C. for 4 hours in an atmosphere of hydrogen. At the end of the reaction, the catalyst was filtered out and the filtrate was heated to 90° C., to which 140 g of water was added. The mixture was cooled to room temperature to crystallize the desired product, which was filtered and dried under a reduced pressure to give 1,3-bis(3-aminophenoxy)-5-trifluoromethylbenzene as a white solid; Melting point: 98.0 to 98.6° C., Yield: 41 g (87%).

後処理

  1. customInto a reducing device equipped with a thermometer, a reflux condenser
  2. customAt the end of the reaction
  3. filtrationthe catalyst was filtered out
  4. additionwas added
  5. temperatureThe mixture was cooled to room temperature
  6. customto crystallize the desired product, which
  7. filtrationwas filtered
  8. customdried under a reduced pressure

出典と根拠

ORDレコード
ord-079a5759b51e434d8cf13e56566184af
出典データセット
uspto-grants-1999_11
特許番号
US05990261

反応ノート

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