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

HRID 612505Notes

Reaction equation

HRID 612505 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-6161b717aaf44ad5bd03070662e1a330
Source dataset
uspto-grants-1999_12
Patent number
US06004981

Reaction notes

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