Hydrogen Bromide → HCID 18466525, compound

HRID 2229121Notes

Reaction equation

HRID 2229121 reaction equation
[F:1][C:2]1[C:3]([C:12]2[CH:17]=[C:16]([O:18]C)[C:15]([Cl:20])=[CH:14][C:13]=2[F:21])=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.Br>O>[Cl:20][C:15]1[CH:14]=[C:13]([F:21])[C:12]([C:3]2[C:2]([F:1])=[CH:7][C:6]([C:8]([F:11])([F:10])[F:9])=[CH:5][N:4]=2)=[CH:17][C:16]=1[OH:18]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 18466517HCID 18466517, compound

Product 1

HCID 18466525HCID 18466525, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

8.5 g (0.0263 mol) of 3-fluoro-2-(4-chloro-2-fluoro-5-methoxyphenyl)-5-trifluoromethylpyridine were added with stirring to 110 ml of 47% strength hydrobromic acid, and the mixture was refluxed for 2 h. After cooling, the clear solution was poured into 500 ml of water and extracted with methylene chloride. The organic phase was extracted with 1 N sodium hydroxide solution and the extract was acidified and extracted with ethyl acetate. Drying and concentration yielded 6.7 g (82.1% of theory) of the title compound of mp. 94-96° C.

Workup

  1. temperaturethe mixture was refluxed for 2 h
  2. temperatureAfter cooling
  3. extractionextracted with methylene chloride
  4. extractionThe organic phase was extracted with 1 N sodium hydroxide solution
  5. extractionextracted with ethyl acetate
  6. customDrying
  7. concentrationconcentration

Sources & evidence

ORD record
ord-3f0d367fd50f4d48baa698e73215c0c4
Source dataset
uspto-grants-2002_07
Patent number
US06420314B1

Reaction notes

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