Water → HCID 58136333, compound

Participants

Reaction Conditions

Reaction Steps

Under argon, 98 mg (2.46 mmol, 60% pure) of sodium hydride were suspended in 2 ml of toluene and 2 ml of THF, and the suspension was cooled to 0° C. 0.6 ml (2.57 mmol) of tert-butyl (diethoxyphosphoryl)acetate was then slowly added dropwise, and the mixture was stirred at 0° C. for 30 min. 415 mg (2.24 mmol) of 2-chloro-3-nitrobenzaldehyde were then added to the reaction mixture, and the reaction mixture was then warmed to room temperature. The mixture was stirred at room temperature for 2 hours, and 5 ml of water were then added. After removal of the organic phase, the aqueous phase was extracted three more times with ethyl acetate. The combined organic phases were dried over sodium sulfate. After filtration, the solvent was removed under reduced pressure. The crude product was purified chromatographically on silica gel (mobile phase cyclohexane/ethyl acetate 10:1). This gave 429 mg (1.51 mmol, 59% of theory) of the title compound.

Provenance & Evidence