Phenylacetaldehyde → 1-Diphenylmethylamino-2-phenylethylphosphonous acid

Participants

Reaction Steps

A solution of 17.59 g (0.124 mol) of phenyl acetaldehyde in 20 ml of dioxane is slowly added dropwise to a suspension, which is heated at 100° C. under argon, of 31.85 g (0.124 mol) of diphenylmethylaminohypophosphite in 350 ml of dioxane, prepared by mixing equimolar quantities of diphenylmethylamine and hypophosphorous acid (100%) in ethanol. The reaction solution is stirred at this temperature for 1 h. The water of reaction which has formed is removed by azeotropic distillation using 280 ml of dioxane. Once the reaction solution has been cooled down and diluted with 150 ml of ethanol, the product, which slowly precipitates out, is filtered off with suction, washed with ethanol/diethyl ether and dried over P2O5. Yield: 9.84 g (22.5%); m.p.: 209°-211° C.; MS: 352 (M+H)+ ; 286; 167.

Provenance & Evidence