Pyridine → 1-Fluoropyridinium tetrafluoroborate
Reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:7]F.[B:9]([F:12])([F:11])[F:10]>C(#N)C>[F:10][B-:9]([F:7])([F:12])[F:11].[F:10][N+:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a 30 ml anhydrous acetonitrile solution containing 0.71 g (8.98 mmole) of pyridine a mixed gas of fluorine and nitrogen (1:9) was introduced at a rate of 20 ml/min. at -40° C. under vigorous stirring, the amount of fluorine gas introduced being 26 mmoles. Subsequently, at the same temperature, 1 ml (8.13 mmole) of an ethereal complex of boron trifluoride as the Lewis acid was added and the resulting solution was stirred for 5 hours. The post treatment was effected as in example 13 to give 0.91 g (yield: 69%) of N-fluoropyridinium tetrafluoroborate, the physical properties of which are reproduced in Table 6.
Workup
- additionwas introduced at a rate of 20 ml/min. at -40° C. under vigorous stirring
Sources & evidence
- ORD record
- ord-ee971b11e3194ee9a28135c4873b8882
- Source dataset
- uspto-grants-1996_03
- Patent number
- USRE035177
Reaction notes
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