Sodium Hydroxide → HCID 10352010, compound
Reaction equation
[F:1][C:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][N:6]=1)([F:4])[F:3].ClC1C=CC=C(C(OO)=[O:19])C=1.[OH-].[Na+]>ClCCl>[F:1][C:2]([F:4])([F:3])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][N+:6]=1[O-:19]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
5.1 g (35 mmol) of trifluoromethylpyridine were dissolved at room temperature in 100 ml of dry dichloromethane, admixed with 17.3 g of m-chloroperbenzoic acid and stirred at room temperature for 72 h. Thereafter, the mixture was admixed with 1 N sodium hydroxide solution and extracted four times with dichloromethane; the combined organic phases were dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude product was taken up in water, stirred and filtered, and the filtrate was concentrated under reduced pressure. 65.3 was obtained in 47% yield. 1H NMR: 8.46, d, 1H, 7.96, d, 1H, 7.7, m, 1H, 7.5, m, 1H.
Workup
- extractionextracted four times with dichloromethane
- dry with materialthe combined organic phases were dried over magnesium sulfate
- filtrationfiltered
- concentrationconcentrated under reduced pressure
- stirringstirred
- filtrationfiltered
- concentrationthe filtrate was concentrated under reduced pressure
- custom65.3 was obtained in 47% yield
Sources & evidence
- ORD record
- ord-946e2178d1c74cfaa7ca7df98ad34f64
- Source dataset
- uspto-grants-2010_07
- Patent number
- US07759366B2
Reaction notes
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