Water → HCID 86591249, compound

Participants

Reaction Steps

440 mg (11 mmol) of sodium hydride (80% in oil) and 10 ml of THF are introduced into a three-necked flask under a stream of nitrogen. A solution of 2.2 ml of triethyl 2-phosphonopropionate in 10 ml of THF is added dropwise, followed by a solution of 3 g (9.1 mmol) of N-(4′-formylbiphenyl-3-ylmethyl)-N-methylbenzamide (prepared in Example 1(e)), and the mixture is stirred at room temperature for 3 hours. The reaction medium is poured into water and extracted with dichloromethane, and the organic phase is separated out after settling of the phases has taken place, dried over magnesium sulfate and evaporated. The residue obtained is purified by chromatography on a column of silica eluded with a mixture of heptane and ethyl acetate (70/30). After evaporation of the solvents, 3 g (80%) of ethyl (E)-2-methyl-3-(3′-{[(1-phenyl-methanoyl)amino]methyl}biphenyl-4-yl)acrylate are collected in the form of an oil.

Provenance & Evidence