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

HRID 2254916Notes

Reaction equation

HRID 2254916 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. Carbon dioxide is evolved at 105°-130° C., and the mixture is allowed to react at this temperature until the reaction is complete. After this, 200 ml of toluene and then 80 ml of water are stirred in, the phases are separated, and the organic phase is dried and then distilled. This gives 34 g of the product having a boiling point of 87°-88° C. and a refractive index of [n]D20 : 1.5310.

Workup

  1. temperaturethe mixture is heated
  2. customis evolved at 105°-130° C.
  3. customto react at this temperature until the reaction
  4. customare separated
  5. customthe organic phase is dried
  6. distillationdistilled

Sources & evidence

ORD record
ord-55306b3387944668a1b5429758365216
Source dataset
uspto-grants-1993_08
Patent number
US05237086

Reaction notes

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