Carbon Dioxide → 2,6-dichloro-3,5-difluorophenol

HRID 345868Notes

Reaction equation

HRID 345868 reaction equation
[Cl:1][C:2]1[C:3]([F:14])=[C:4]([C:8]([F:13])=[C:9]([Cl:12])[C:10]=1[OH:11])C(O)=O.CN(C)C=O.C(=O)=O.C1(C)C=CC=CC=1>O>[Cl:1][C:2]1[C:3]([F:14])=[CH:4][C:8]([F:13])=[C:9]([Cl:12])[C:10]=1[OH:11]

Participants

6

Reactant 4

HCID 280Carbon DioxideHCID 1140TolueneHCID 6228DimethylformamideHCID 14404998HCID 14404998, compound

Product 1

HCID 27825072,6-dichloro-3,5-difluorophenolYield 83%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

50 g of 3,5-dichloro-2,6-difluoro-4-hydroxy-benzoic acid and 10 ml of dimethylformamide are mixed and heated. At 105°-130° C., carbon dioxide evolves, and the reaction is allowed to proceed to completion at this temperature. 200 ml of toluene and 80 ml of water are then added in succession, the phases are separated, and the organic phase is dried and then distilled. 34 g of the product of a boiling point of 87°-88° C. and refractive index of nD20 : 1.5310 are obtained.

Workup

  1. temperatureheated
  2. customAt 105°-130° C.
  3. customthe phases are separated
  4. customthe organic phase is dried
  5. distillationdistilled

Sources & evidence

ORD record
ord-34b8b9b0f5eb429e95851bddf2ba735a
Source dataset
uspto-grants-1991_10
Patent number
US05059623

Reaction notes

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