Diethyl Ether → Diphenyl 1-(n-allyl)amino-4-pyridylmethyl-phosphonate

Participants

Reaction Steps

To a solution of 4-pyridinecarboxyaldehyde (1.07 g, 10 mmol) and allylamine (0.61 g, 10 mmol) in ether (30 ml) was added anhydrous sodium carbonate (2.76 g). The solution was stirred at r.t. overnight, then sodium carbonate was filtered off. To the reaction mixture, diphenylphosphite (2.34 g, 10 mmol) and triethylamine (1.01 g, 10 mmol) were added with cooling over an ice-water bath. It was stirred at r.t. overnight. After removal of the solvent an oily residue was obtained which was chromatographed (1:1 Petroleum ether/ethyl acetate) to give 2.85 g (65%) as an oil.

Provenance & Evidence