1,2,3-Trichlorobenzene → 1,3,5-Trichlorobenzene

HRID 647606Notes

Reaction equation

HRID 647606 reaction equation
[Cl-:1].[Cl-].[Cl-].[Al+3].[Cl:5][C:6]1[C:7](Cl)=[C:8]([Cl:12])[CH:9]=[CH:10][CH:11]=1>C(O)=O>[Cl:12][C:8]1[CH:9]=[C:10]([Cl:1])[CH:11]=[C:6]([Cl:5])[CH:7]=1

Participants

4

Reactant 2

HCID 68951,2,3-TrichlorobenzeneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 79501,3,5-Trichlorobenzene

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

To carry out the process according to the invention, the formic acid and the aluminum trichloride are added to the trichlorobenzene which has initially been introduced, and the mixture in the reactor is warmed to the desired temperature in the absence of moisture. The reaction mixture is worked up by filtering it off from the catalyst, washing the residue neutral with water, and distilling the filtrate in the customary manner to isolate the pure 1,3,5-trichlorobenzene. The non- isomerized trichlorobenzenes, which are obtained, for example, as a distillation residue, can be recycled to the isomerization. By this measure, the yield of 1,3,5-trichlorobenzene can be further increased.

Workup

  1. additionhas initially been introduced
  2. temperaturethe mixture in the reactor is warmed to the desired temperature in the absence of moisture
  3. filtrationby filtering it off from the catalyst
  4. washwashing the residue neutral with water
  5. distillationdistilling the filtrate in the customary manner

Sources & evidence

ORD record
ord-70e887957cea487a8109e1593165f606
Source dataset
uspto-grants-1983_10
Patent number
US04409407

Reaction notes

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