1,3-Dinitrobenzene → 2-(4-Methylphenyl)-2-[4-(3-nitrophenoxy)phenyl]hexafluoropropane

HRID 1195447Notes

Reaction equation

HRID 1195447 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=2)([C:13]([F:16])([F:15])[F:14])[C:9]([F:12])([F:11])[F:10])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[N+:30]([C:33]1[CH:38]=[CH:37][CH:36]=[C:35]([N+]([O-])=O)[CH:34]=1)([O-:32])=[O:31]>CN(C)C=O>[CH3:23][C:20]1[CH:19]=[CH:18][C:17]([C:8]([C:5]2[CH:6]=[CH:7][C:2]([O:1][C:35]3[CH:36]=[CH:37][CH:38]=[C:33]([N+:30]([O-:32])=[O:31])[CH:34]=3)=[CH:3][CH:4]=2)([C:9]([F:10])([F:11])[F:12])[C:13]([F:14])([F:15])[F:16])=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 74521,3-DinitrobenzeneHCID 11430Potassium CarbonateHCID 148323252-(4-Hydroxyphenyl)-2-(4-methylphenyl)hexafluoropropane

Product 1

HCID 148323352-(4-Methylphenyl)-2-[4-(3-nitrophenoxy)phenyl]hexafluoropropane

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

334 g (1 mol) of 2-(4-hydroxyphenyl)-2-(4-methylphenyl)hexafluoropropane were dissolved in 1.5 dm3 of dimethylformamide, 276 g of potassium carbonate and 170 g (1.01 mol) of m-dinitrobenzene were added, and the mixture was refluxed for 24 hours. The dimethylformamide was subsequently removed by distillation, and the residue was recrystallized from methanol.

Workup

  1. temperaturethe mixture was refluxed for 24 hours
  2. customThe dimethylformamide was subsequently removed by distillation
  3. customthe residue was recrystallized from methanol

Sources & evidence

ORD record
ord-dabbb03094404ab88be099900be87ada
Source dataset
uspto-grants-1992_05
Patent number
US05110983

Reaction notes

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