N,N-Dimethylaniline → N,N-dimethyl-N-phenyl-N-2,2,2-trifluoroethylammonium trifluoromethanesulfonate
Reaction equation
[CH3:1][N:2]([CH3:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[F:10][C:11]([F:17])([F:16])[S:12]([O-:15])(=[O:14])=[O:13].[F:18][C:19]([F:29])([F:28])C[I+]C1C=CC=CC=1>>[F:10][C:11]([F:17])([F:16])[S:12]([O-:15])(=[O:14])=[O:13].[CH3:1][N+:2]([CH3:11])([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)[CH2:9][C:19]([F:29])([F:28])[F:18]Participants
3
Procedure
61 mg (0.50 mmol) of N,N-dimethylaniline was added to a solution of 218 mg (0.50 mmol) of (2,2,2-trifluoroethyl)phenyliodonium trifluoromethanesulfonate in an argon atmosphere at room temperature, and the mixture was stirred for 30 minutes. After completion of the reaction, the reaction mixture was concentrated and purified by silica gel thin-layer chromatography to obtain 157 mg (89%) of N,N-dimethyl-N-phenyl-N-2,2,2-trifluoroethylammonium trifluoromethanesulfonate.
Workup
- customAfter completion of the reaction
- concentrationthe reaction mixture was concentrated
- custompurified by silica gel thin-layer chromatography
Sources & evidence
- ORD record
- ord-1aeee379a4424d32a9176427a086a309
- Source dataset
- uspto-grants-1989_10
- Patent number
- US04873027
Reaction notes
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