Sodium hydride → HCID 67396493, compound

Participants

Reaction Steps

A solution of methyl 4-[(diethoxyphosphoryl)acetamino]benzoate (165 mg, 0.501 mmol) in anhydrous tetrahydrofuran (3 ml) was cooled on an ice bath, and added with sodium hydride (60% mineral oil dispersion, 20 mg, 0.50 mmol) under an argon atmosphere, and the mixture was stirred for 5 minutes. The reaction mixture was added dropwise with a solution of 4,5-diisopropylfurfural (60 mg, 0.33 mmol) in anhydrous tetrahydrofuran (2 ml), and the mixture was further stirred at 0° C. for 50 minutes. The reaction mixture was added with saturated aqueous ammonium chloride, and the mixture was extracted with chloroform. The reaction mixture was treated in a conventional manner, and then the resultant was purified by silica gel chromatography (2% methanol-chloroform) to obtain methyl 4-[[3-(4,5-diisopropyl-2-furanyl)acryloyl]amino]benzoate (115 mg, 97%) as colorless syrup-like substance.

Provenance & Evidence