Tetrabutylammonium Fluoride → 1-(4-Hydroxybutyl)-7-methoxyquinoxalin-2(1H)-one

Participants

Reaction Steps

1-(4-{[Tert-butyl(dimethyl)silyl]oxy}butyl)-7-methoxyquinoxalin-2(1H)-one (363 mg, 1.0 mmol) was dissolved in tetrahydrofuran (10.9 ml). Tetrabutyl ammonium fluoride (1M tetrahydrofuran solution; 1.1 ml, 1.1 mmol) was added to this solution and the mixture was stirred at room temperature for 3 hours. The reaction mixture was diluted with ethyl acetate, washed with water and saturated sodium chloride solution, dried over magnesium sulfate and the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform/methanol) to yield 247 mg (100%) of the title compound in the form of a light yellow syrup.

Provenance & Evidence