Tetrabutylammonium Fluoride → 2-Fluoro-3-(7-methoxy-2-oxoquinoxalin-1(2H)-yl)propanol

Participants

Reaction Steps

1-(3-{[tert-Butyl(diphenyl)silyl]oxy}-2-fluoropropyl)-7-methoxyquinoxalin-2(1H)-one (690 mg, 1.41 mmol) was dissolved in tetrahydrofuran (7 ml). Tetrabutyl ammonium fluoride (1M tetrahydrofuran solution; 1.83 ml, 1.83 mmol) was added to the solution under cooling on ice and the mixture was stirred at room temperature for 5 hours. Saturated sodium bicarbonate water was added to the reaction solution and the resultant was extracted with dichloromethane. The extract was dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol) to yield 348 mg (98%) of the title compound in the form of a yellowish solid.

Provenance & Evidence