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

HRID 1603981노트

반응식

HRID 1603981 반응식
[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

참가 물질

5

반응물 2

HCID 186924191,3-Bis(3-nitrophenoxy)-5-trifluoromethylbenzeneHCID 178418361HCID 178418361, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 80192-Methoxyethanol용매

반응 조건

온도
90 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-079a5759b51e434d8cf13e56566184af
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05990261

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