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

HRID 2165174Notes

Reaction equation

HRID 2165174 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 run to completion at this temperature. 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. 34 g product of boiling point 87°-8° C. are obtained; nD20 : 1.5310.

Workup

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

Sources & evidence

ORD record
ord-0cd1443ef24e4c61b268de8bf0872d8d
Source dataset
uspto-grants-1990_07
Patent number
US04939170

Reaction notes

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