Sodium hydride → HCID 54176212, compound

Participants

Reaction Steps

To a solution of 2.2 g of triethyl phosphonoacetate in 20 ml of dimethylformamide, 0.39 g of sodium hydride (about 60%, in oil) is added slowly, and then 2.0 g of 5-t-butoxycarbonyl-2-pyridinecarbaldehyde is added. The resulting mixture is stirred at room temperature overnight and concentrated, and 20 ml of water is added. The aqueous solution is extracted with three 40-ml portions of chloroform. The combined extracts are dried over magnesium sulfate and concentrated. The residue is chromatographed on silica gel with chloroform to give 2.5 g of ethyl 3-(5-t-butoxycarbonyl-2-pyridyl)acrylate.

Provenance & Evidence