HCID 86747919, compound → HCID 22598630, compound

HRID 1109679Notes

Reaction equation

HRID 1109679 reaction equation
[N+:1]([C:4]1[CH:48]=[C:47]([C:49]([F:52])([F:51])[F:50])[C:7]([O:8][C:9]2[CH:46]=[CH:45][C:12]([C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([CH3:44])([CH3:43])[C:23]4[CH:28]=[CH:27][C:26]([O:29][C:30]5[C:35]([C:36]([F:39])([F:38])[F:37])=[CH:34][C:33]([N+:40]([O-])=O)=[CH:32][CH:31]=5)=[CH:25][CH:24]=4)[CH:17]=3)([CH3:15])[CH3:14])=[CH:11][CH:10]=2)=[CH:6][CH:5]=1)([O-])=O.[H][H]>[Pd].COCCO>[NH2:40][C:33]1[CH:34]=[C:35]([C:36]([F:37])([F:38])[F:39])[C:30]([O:29][C:26]2[CH:27]=[CH:28][C:23]([C:22]([C:18]3[CH:19]=[CH:20][CH:21]=[C:16]([C:13]([CH3:14])([CH3:15])[C:12]4[CH:11]=[CH:10][C:9]([O:8][C:7]5[C:47]([C:49]([F:50])([F:51])[F:52])=[CH:48][C:4]([NH2:1])=[CH:5][CH:6]=5)=[CH:46][CH:45]=4)[CH:17]=3)([CH3:44])[CH3:43])=[CH:24][CH:25]=2)=[CH:31][CH:32]=1

Participants

5

Reactant 2

HCID 86747919HCID 86747919, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22598630HCID 22598630, compoundYield 89.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 80192-MethoxyethanolSolvent

Procedure

Successively, to a reduction vessel equipped with a thermometer, reflux condenser and stirrer, 90 g (0.124 mol) of 1,3-bis[4-(4-nitro-6-trifluoromethylphenoxy)-α, α-dimethylbenzyl]benzene, 500 ml of methyl cellosolve and 5 g of 5%-Pd/c having a moisture content of 50% were charged and reacted at 70°~80° C. for 4 hours in a hydrogen atmosphere. After finishing the reaction, the catalyst was filtered off and the filtrate was concentrated under reduced pressure to obtain 73.4 g (89% yield) of 1,3-bis[4-(4-amino-6-trifluoromethylphenoxy)-α, α-dimethylbenzyl]benzene as a light yellow crystal having a melting point of 118.5~119.2.

Workup

  1. customSuccessively, to a reduction vessel 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-9f62f48e834a4f08a0042054f830258f
Source dataset
uspto-grants-1994_06
Patent number
US05321096

Reaction notes

Loading…