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

HRID 1700177Notes

Reaction equation

HRID 1700177 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-082f0bfed378476e9f417feba4347739
Source dataset
uspto-grants-2002_02
Patent number
US06350746B1

Reaction notes

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