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

HRID 3051

Reaktionsgleichung

Reaktionsgleichung von HRID 3051
[NH:1]([CH2:6][C:7]([OH:9])=[O:8])[CH2:2][C:3]([OH:5])=[O:4].[OH-].[Na+].[C:12]([O:16][CH3:17])(=[O:15])[CH:13]=[CH2:14].Cl>O>[C:3]([CH2:2][N:1]([CH2:6][C:7]([OH:9])=[O:8])[CH2:14][CH2:13][C:12]([O:16][CH3:17])=[O:15])([OH:5])=[O:4]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 7294Methyl Acrylate2×HCID 8897Iminodiacetic acidHCID 14798Sodium Hydroxide

Produkt 1

HCID 18934281methyl N,N-bis(carboxymethyl)-3-aminopropionateAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. customMethyl N,N-bis(carboxymethyl)-3-aminopropionate separated out as colorless precipitate overnight at 5° C
  2. filtrationFiltering off
  3. customdrying
  4. customresulted in 210 g (corresponding to a yield of 96% of theory) of a pure product of melting point 141° C.

Quellen und Nachweise

ORD-Eintrag
ord-99680520cbc245bc8e09a95648450d19
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05733342

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