Water → HCID 58136329, compound

Participants

Reaction Conditions

Reaction Steps

Under argon, 130.1 mg (3.25 mmol) of sodium hydride were initially charged in 2 ml of toluene and 2 ml of THF. The mixture was cooled to 0° C., and 857.7 mg (3.40 mmol) of tert-butyl (diethoxyphosphoryl)acetate were added slowly. The mixture was stirred for another 30 min, and 500 mg (2.96 mmol) of 4-fluoro-3-nitrobenzaldehyde were then added. The reaction mixture was slowly warmed to RT and stirred for 3 h. The reaction mixture was then added to water and extracted three times with ethyl acetate. The organic phase was concentrated under reduced pressure and the residue purified by chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 30:1→10:1). This gave 543 mg (69% of theory) of the title compound.

Provenance & Evidence