2-Fluoro-3-methylpyridine → 2-Methoxy-3-methylpyridine

HRID 505377Notes

Reaction equation

HRID 505377 reaction equation
F[C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[CH3:9][OH:10].C[O-].[Na+]>O>[CH3:9][O:10][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 2427222-Fluoro-3-methylpyridineHCID 23694274Sodium methanolate methanol

Product 1

HCID 130898102-Methoxy-3-methylpyridineYield 62.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-fluoro-3-methylpyridine (2.34 g, 21.1 mmol) and a 28% sodium methoxide methanol solution (7.72 g, 40 mmol) was stirred for 15 minutes under reflux. After the reaction was completed, water was poured into the reaction mixture, and after neutralized, the reaction mixture was extracted with ethyl acetate, dried over magnesium sulfate, and the solvent was evaporated, thereby yielding the title compound (1.62 g, 13.1 mmol, 62%) as a colorless liquid.

Workup

  1. temperatureunder reflux
  2. extractionafter neutralized, the reaction mixture was extracted with ethyl acetate
  3. dry with materialdried over magnesium sulfate
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-6afb71ed36a64f779f37424815ab05e7
Source dataset
uspto-grants-2010_08
Patent number
US07781452B2

Reaction notes

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