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

HRID 991470Notes

Reaction equation

HRID 991470 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-6edaa7bb22e24b68a85e3d80254c0f6b
Source dataset
uspto-grants-2002_10
Patent number
US06465459B2

Reaction notes

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