Pentafluoropyridine → 2,3,5,6-Tetrafluoro-4-methoxypyridine

HRID 2295079Notes

Reaction equation

HRID 2295079 reaction equation
[F:1][C:2]1[N:7]=[C:6]([F:8])[C:5]([F:9])=[C:4](F)[C:3]=1[F:11].[CH3:12][O-:13].[Na+]>>[CH3:12][O:13][C:4]1[C:3]([F:11])=[C:2]([F:1])[N:7]=[C:6]([F:8])[C:5]=1[F:9]

Participants

3

Reactant 2

HCID 69690PentafluoropyridineHCID 10942334Sodium Methoxide

Product 1

HCID 139996172,3,5,6-Tetrafluoro-4-methoxypyridine

Procedure

To pentafluoropyridine (1.0 g, 5.9 mmol) in petroleum ether (60 mL) at 0° C. was added sodium methoxide (0.32 mg, 5.9 mmol). After stirring for 12 hours at ambient temperature, the reaction was washed with water, dried (MgSO4), and the solvent was removed in vacuo to give 4-methoxy-2,3,5,6-tetrafluoropyridine; NMR (CDCl3) 4.3 ppm.

Workup

  1. washthe reaction was washed with water
  2. dry with materialdried (MgSO4)
  3. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-8651b8dfdedb4d55bcf947129d875a80
Source dataset
uspto-grants-1997_11
Patent number
US05691364

Reaction notes

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