Dimethyl Sulfoxide → 5-Nitro-2-(2,2,2-trifluoroethoxy)pyridine
Reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[F:11][C:12]([F:16])([F:15])[CH2:13][OH:14].[OH-].[Li+].CS(C)=O>O>[F:11][C:12]([F:16])([F:15])[CH2:13][O:14][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
2-Chloro-5-nitropyridine (9.5 grams), 2,2,2-trifluoroethanol (6.0 grams), and lithium hydroxide (4.0 grams) were mixed in 50 ml. of DMSO and stirred overnight (about 18 hours) at room temperature. The reaction mixture was then poured into water and the product was separated by filtration. It was crystallized from ethyl acetate-hexanes, yield 5.0 grams, m.p., 35°-37° C.
Workup
- customthe product was separated by filtration
- customIt was crystallized from ethyl acetate-hexanes, yield 5.0 grams
- custom35°-37° C.
Sources & evidence
- ORD record
- ord-558bb867ab5c4bd4a3b4e2b03e7cc939
- Source dataset
- uspto-grants-1979_11
- Patent number
- US04173639
Reaction notes
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