Reaction #684972

Reaction equation

ethyl acetate

Potassium carbonate

methyl iodide

compound

2-(4-Butylbenzyl)-3-pyridinol

→

title compound

Yield 7.2%

2-(4-Butylbenzyl)-3-methoxypyridine

Yield 7.2%

Solvents

acetone

Conditions

Workup

1. 1
   Washthe reaction mixture was washed with saturated brine
2. 2
   Concentrationconcentrated under reduced pressure
3. 3
   OtherThe residue was purified by silica gel column chromatography

Procedure

Potassium carbonate (33.0 mg, 0.239 mmol) and methyl iodide (14.9 μl, 0.239 mmol) were added to a solution of the compound of Example B230 (19.2 mg, 0.0796 mmol) in acetone (1 ml), and this reaction mixture was stirred at room temperature for 3 hours. After ethyl acetate was added, the reaction mixture was washed with saturated brine and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (1.47 mg).

Source