Water → HCID 58136329, compound

Participants

Reaction Conditions

Reaction Steps

Under argon, 0.65 g of sodium hydride (60% in paraffin oil; 16.3 mmol) was initially charged in 25 ml of THF, and the mixture was cooled to 0° C. 4.29 g (17 mmol) of tert-butyl diethylphosphonoacetate were then slowly added dropwise. After 30 min of stirring, 2.5 g (14.8 mmol) of 4-fluoro-3-nitrobenzaldehyde were added. The reaction mixture was stirred at RT for 3 h, then poured into 100 ml of water and extracted three times with in each case 100 ml of ethyl acetate. The combined organic phases were dried over magnesium sulphate and concentrated. The residue was purified by flash chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 50:1). This gave 3.37 g (85% of theory) of the target product.

Provenance & Evidence