Sodium Fluoride → HCID 14897839, compound

HRID 982500Notes

Reaction equation

HRID 982500 reaction equation
[C:1](#N)C.[F:4][C:5]([F:11])([F:10])[S:6]([O-:9])(=[O:8])=[O:7].[Na+].FF.[F-:15].[Na+].C[C:18]1[C:19]([CH3:24])=[N:20][CH:21]=[CH:22][CH:23]=1>>[F:4][C:5]([F:11])([F:10])[S:6]([O-:9])(=[O:8])=[O:7].[F:15][N+:20]1[C:19]([CH3:24])=[CH:18][CH:23]=[CH:22][C:21]=1[CH3:1]

Participants

6

Reactant 5

HCID 5235Sodium FluorideHCID 6342AcetonitrileHCID 114202,3-LutidineHCID 24524Fluorine2×HCID 23676748Sodium trifluoromethanesulfonate

Product 1

HCID 14897839HCID 14897839, compoundYield 73%

Procedure

In 20 ml of anhydrous acetonitrile 0.50 g (4.67 mmoles) of 2.6- dimethylpyridine and 0.803 g (4.67 mmoles) of sodium trifluoromethanesulfonate as the XM reactant were dissolved, and to the resultant solution a mixed gas of fluorine and nitrogen (1:9) was added at a rate of 30 ml/min. at -40° C. under vigorous stirring. The amount of the fluorine gas introduced amounted to 8.93 mmoles. After the completion of the reaction, sodium fluoride was filtered and the solvent was distilled off. The resultant residue was recrystallized from THF to give 0.88 g (yield: 73%) of N-fluoro-2,6-dimethyl-pyridinium trifluoromethanesulfonate. The resultant product was further recrystallized with THF/acetonitrile to obtain 0.82 g (yield: 69%), the physical properties of which are shown in Table 6.

Workup

  1. filtrationwas filtered
  2. distillationthe solvent was distilled off
  3. customThe resultant residue was recrystallized from THF

Sources & evidence

ORD record
ord-24220f68a8b44cf0ad9c6727e7782917
Source dataset
uspto-grants-1991_02
Patent number
US04996320

Reaction notes

Loading…