N-Bromoacetamide → Sodium (2-hydroxy-1-bromopropyl)-phosphonate

Participants

Reaction Steps

10.8 g. of cis-propenylphosphonic acid is dissolved in 50 ml. of water and the pH of the solution is adjusted to 4.2 by the addition of 2.5 N sodium hydroxide. 13.8 g. of N-bromoacetamide is added and the suspension is stirred at room temperature. The reaction is complete when the N-bromoacetamide is in solution and the mixture is negative to starch-iodide paper. The solution is lyophilized and the residue is triturated several times with chloroform to give sodium (2-hydroxy-1-bromopropyl)-phosphonate.

Provenance & Evidence