Sodium hydride → HCID 86714707, compound

Participants

Reaction Steps

Diethylphosphonoacetic acid tert-butyl ester (12 g, 48 mmol) was dissolved in tetrahydrofuran (50 ml), 60% sodium hydride (1.6 g, 41 mmol) was added at 0° C., and the mixture was stirred for 30 minutes. A solution of 5-formyl-2-thiophenecarboxylic acid benzyl ester (8.8 g, 36 mmol) in tetrahydrofuran (1 mL) was added to the reaction mixture, and the mixture was stirred at room temperature overnight. The solvent was evaporated, and the residue was partitioned between ethyl acetate and 1N hydrochloric acid, and the organic layer was washed successively with water and saturated brine. After drying over anhydrous magnesium sulfate, the residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound.

Provenance & Evidence