Pyridine → Pyridinium, 1-fluoro-, 1,1,1-trifluoromethanesulfonate (1:1)

Participants

Reaction Conditions

Reaction Steps

To 40 ml of acetonitrile as solvent were added 1.592 g (20.136 mmol) of pyridine and 2.940 9 (19.588 mmol) of trifluoromethanesulfonic acid (i.e., the amount of pyridine was 1.03 times that of trifluoromethanesulfonic acid in a molar ratio), and the mixture was cooled to -20° C. A mixed gas of fluorine and nitrogen in a volumetric ratio of 1:4 was then introduced to the mixture at a rate of 50 ml/min under stirring. The amount Of fluorine gas introduced was 40.0 mmol. Alter completion of the reaction, the solvent was distilled off, and 4.716 g (19,097 mmol) of N-fluoropyridinium trifluoromethanesulfonate was obtained by crystallizing with ether. The yield was 97.4%. Characteristics and spectrum data of the compound are shown as follows.

Provenance & Evidence