Hexafluoroacetone trihydrate → HCID 13371339, compound

HRID 2412948Notes

Reaction equation

HRID 2412948 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][CH:10]=[CH:11][C:12]=2[C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)=[CH:4][CH:3]=1.O.O.O.[F:23][C:24]([F:32])([F:31])[C:25]([C:27]([F:30])([F:29])[F:28])=[O:26]>C1(C)C=CC=CC=1>[Cl:19][C:16]1[CH:17]=[CH:18][C:13]([C:12]2[CH:11]=[C:10]([C:25]([C:27]([F:30])([F:29])[F:28])([C:24]([F:32])([F:31])[F:23])[OH:26])[NH:9][C:8]=2[C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 36719Hexafluoroacetone trihydrateHCID 15572319HCID 15572319, compound

Product 1

HCID 13371339HCID 13371339, compoundYield 83.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 2.9 g (0.01 mole) of 2,3-bis(4-chlorophenyl)-1H-pyrrole and 2.5 g (0.011 mole) of hexafluoroacetone trihydrate in 50 ml toluene was heated at reflux overnight. The mixture was concentrated on a rotary evaporation and the solid residue was chromatographed on 200 g silica gel (eluting with toluene), then recrystallized from hexane to give 3.8 g of product, m.p. 144°-145° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. concentrationThe mixture was concentrated on a rotary evaporation
  4. customthe solid residue was chromatographed on 200 g silica gel (eluting with toluene)
  5. customrecrystallized from hexane

Sources & evidence

ORD record
ord-c173756d10a44c58b0cd90e83cc53f34
Source dataset
uspto-grants-1985_01
Patent number
US04495196

Reaction notes

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