Water → 2-Chloro-5-(trifluoromethyl)pyridine

HRID 2052417Notes

Reaction equation

HRID 2052417 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](I)=[CH:4][N:3]=1.[F:9][C:10](Br)([F:12])[F:11].O>N1C=CC=CC=1.[Cu]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:10]([F:12])([F:11])[F:9])=[CH:4][N:3]=1

Participants

6

Procedure

In an autoclave were placed 2.9 g of 2-chloro-5-iodopyridine, 2.5 g of trifluoromethyl bromide dissolved in 100 ml of pyridine and 1.6 g of copper dust, and the mixture was reacted at 170° C. for 18 hours. After cooling the system, the reaction mixture was added to a suitable amount of water and extracted with methylene chloride. The extract was washed successively with water, 10% dilute hydrochloric acid, and water. After drying over anhydrous sodium sulfate, the extract was distilled to remove the methylene chloride and obtain 300 mg of 2-chloro-5-trifluoromethylpyridine.

Workup

  1. temperatureAfter cooling the system
  2. extractionextracted with methylene chloride
  3. washThe extract was washed successively with water, 10% dilute hydrochloric acid, and water
  4. dry with materialAfter drying over anhydrous sodium sulfate
  5. distillationthe extract was distilled
  6. customto remove the methylene chloride

Sources & evidence

ORD record
ord-161e7cb7d60745e48553d449e3013aa8
Source dataset
uspto-grants-1980_01
Patent number
US04184041

Reaction notes

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