Hydrochloric Acid → methyl N,N-bis(carboxymethyl)-3-aminopropionate

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Reaction Steps

133 g (1.00 mol) of iminodiacetic acid were dissolved in 530 ml of water, and the solution was adjusted to pH 7.0 with 40.5 g (1.00 mol) of solid NaOH. 86.0 g (1.00 mol) of methyl acrylate were added dropwise to this solution at 20° C., and the mixture was then stirred for 6 h. The methyl acrylate content after this time had fallen to 0.6% of the initial amount, and the pH was adjusted to 2 by adding 98.5 ml of concentrated HCl. Methyl N,N-bis(carboxymethyl)-3-aminopropionate separated out as colorless precipitate overnight at 5° C. Filtering off and drying resulted in 210 g (corresponding to a yield of 96% of theory) of a pure product of melting point 141° C.

Provenance & Evidence