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

HRID 1645761Notes

Reaction equation

HRID 1645761 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-difluorophenol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

50 g of 3,5-dichloro-2,6-difluoro-4-hydroxybenzoic acid and 10 ml of dimethylformamide are mixed, and the mixture is heated. At 105°-130° C., carbon dioxide is evolved, and the mixture is allowed to react at this temperature until the reaction is complete. 200 ml of toluene and then 80 ml of water are subsequently stirred into the mixture, the phases are separated, and the organic phase is dried and subsequently distilled. This gives 34 g of the product having a boiling point of 87°-88° C. and a refractive index of nD20 : 1.5310.

Workup

  1. temperaturethe mixture is heated
  2. customAt 105°-130° C.
  3. customto react at this temperature until the reaction
  4. customthe phases are separated
  5. customthe organic phase is dried
  6. distillationsubsequently distilled

Sources & evidence

ORD record
ord-9a8ffe5be56c4f909a85e6904799fed1
Source dataset
uspto-grants-1993_01
Patent number
US05176914

Reaction notes

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