Water → 2-Chloro-5-(trifluoromethyl)pyridine
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]=1Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
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
- temperatureAfter cooling the system
- extractionextracted with methylene chloride
- washThe extract was washed successively with water, 10% dilute hydrochloric acid, and water
- dry with materialAfter drying over anhydrous sodium sulfate
- distillationthe extract was distilled
- 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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