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

HRID 1492068Notes

Reaction equation

HRID 1492068 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°-88° 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-c7ef533d52af408ab071bcf017ecc1f4
Source dataset
uspto-grants-1994_12
Patent number
US05371271

Reaction notes

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