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

HRID 1017212Notes

Reaction equation

HRID 1017212 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-31376a2366cd45dfadbc98fb0ea7712a
Source dataset
uspto-grants-2002_11
Patent number
US06479485B2

Reaction notes

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