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

HRID 1655406Notes

Reaction equation

HRID 1655406 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-hydroxybenzoic acid and 10 ml of dimethylformamide are mixed and heated. Carbon dioxide is evolved at 105°-130° C., and the reaction is allowed to come to an end at this temperature. 200 ml of toluene and then 80 ml of water are subsequently stirred in, the phases are separated, and the organic phase is dried and subsequently distilled. 34 g of the product of a boiling point of 87°-88° C. and a refractive index of nD20 : 1.5310 are obtained.

Workup

  1. temperatureheated
  2. customis evolved at 105°-130° C.
  3. customare separated
  4. customthe organic phase is dried
  5. distillationsubsequently distilled

Sources & evidence

ORD record
ord-88a63226dd7d477ebd29d403249a3ef4
Source dataset
uspto-grants-1993_10
Patent number
US05250568

Reaction notes

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