Hydrochloric Acid → Glycine, N-(1-methylethyl)-N-(phosphonomethyl)-

Participants

Reaction Conditions

Reaction Steps

A 100 ml 3-necked flask was equipped with a magnetic stir bar, thermometer, condenser and an addition funnel. To this flask were added 1,4-diisopropyl-2,5-diketopiperazine (1.98 g; 10.0 mmol), water (25 ml), concentrated hydrochloric acid (10 ml), and phosphorous acid (1.72 g; 21 mmol). The resulting mixture was heated rapidly to 105° C. At this point, a solution of 37% formaldehyde in water (1.95 g; 24 mmol) was added slowly drop-wise to the mixture. Upon completion of the addition of formaldehyde, the reaction mixture was heated at 104°-105° C. for 17 hours. Analysis of the reaction mixture by HPLC indicated the presence of 1.49 g (70.7% yield) of N-isopropyl-N-phosphonomethylglycine.

Provenance & Evidence