HCID 20077646, compound → HCID 19045002, compound

HRID 1655099Notes

Reaction equation

HRID 1655099 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:34]=[C:35]([C:37]([F:40])([F:39])[F:38])[CH:36]=1)[O:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([O:20][C:21]3[CH:26]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:24]=[C:23]([N+:31]([O-])=O)[CH:22]=3)=[CH:16][CH:15]=2)=[CH:10][CH:9]=1)([O-])=O.[H][H]>[Pd].COCCO>[NH2:31][C:23]1[CH:22]=[C:21]([CH:26]=[C:25]([C:27]([F:28])([F:29])[F:30])[CH:24]=1)[O:20][C:17]1[CH:18]=[CH:19][C:14]([C:11]2[CH:12]=[CH:13][C:8]([O:7][C:6]3[CH:34]=[C:35]([C:37]([F:38])([F:40])[F:39])[CH:36]=[C:4]([NH2:1])[CH:5]=3)=[CH:9][CH:10]=2)=[CH:15][CH:16]=1

Participants

5

Reactant 2

HCID 20077646HCID 20077646, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19045002HCID 19045002, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 80192-MethoxyethanolSolvent

Procedure

To a reducing apparatus equipped with a thermometer, reflux condenser and stirrer, 33 g (0.0585 mol) of 4,4'-bis(3-nitro-5-trifluoromethylphenoxy)biphenyl, 100 ml of methyl cellosolve and 1.7 g of 5%-Pd/c having a moisture content of 50% were charged and reacted in a hydrogen atmosphere at 70°~80° C. for 4 hours. After finishing the reaction, the catalyst was filtered off. The filtrate was concentrated under reduced pressure to obtain 4,4'-bis(3-amino-5-trifluoromethylphenoxy)biphenyl as light yellow crystals.

Workup

  1. customTo a reducing apparatus equipped with a thermometer
  2. temperaturereflux condenser and stirrer
  3. additionwere charged
  4. customthe reaction
  5. filtrationthe catalyst was filtered off
  6. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-bc158c2ab3894a6dac11fcf93e11771d
Source dataset
uspto-grants-1995_04
Patent number
US05410084

Reaction notes

Loading…