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Formaldehyde → N,N-bis(carboxymethyl)-L-glutamic acid

HRID 617113
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 617113
N[C@H:2]([C:8]([OH:10])=[O:9])[CH2:3][CH2:4][C:5]([OH:7])=[O:6].[OH-:11].[Na+].[CH:13]#[N:14].[CH2:15]=[O:16].S(=O)(=O)(O)O>O>[C:15]([CH2:13][N:14]([CH2:4][C:5]([OH:7])=[O:6])[C@H:2]([C:8]([OH:10])=[O:9])[CH2:3][CH2:4][C:5]([OH:7])=[O:6])([OH:16])=[O:11]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 5

HCID 712Formaldehyde2×HCID 768Hydrogen Cyanide2×HCID 1118Sulfuric AcidHCID 14798Sodium Hydroxide2×HCID 33032L-Glutamic Acid

Produkt 1

HCID 18711581N,N-bis(carboxymethyl)-L-glutamic acid

Reagenzien, Katalysatoren, Lösungsmittel

1
HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A reactor was charged with 314.0 g of L-glutamic acid, 350.0 g of a 40% aqueous solution of sodium hydroxide and 200.0 g of water. The temperature of the contents was raised to 90° C., followed by the addition of 110.6 g of prussic acid, 405.4 g of 30% formalin and 450.0 g of a 40% aqueous solution of sodium hydroxide. The resulting mixture was stirred at 105° C. for 2 hours. After the completion of the reaction, the residual prussic acid was decomposed by the addition of 30.0 g of 10% formalin. 1000.0 g of a 40% aqueous solution of sulfuric acid was added to the resulting mixture to conduct crystallization. The crystalline product thus deposited was recovered by filtration to obtain 441.8 g of N,N-bis(carboxymethyl)glutamic acid as a crude crystal. This crude crystal was recrystallized from water/methanol to give 411.9 g of purified N,N-bis(carboxymethyl)glutamic acid (yield: 75.5%). This acid was neutralized with 40% aqueous sodium hydroxide to give a tetrasodium N,N-bis(carboxymethyl)-glutamate.

Aufarbeitung

  1. customAfter the completion of the reaction
  2. customcrystallization
  3. filtrationThe crystalline product thus deposited was recovered by filtration

Quellen und Nachweise

ORD-Eintrag
ord-22478715fdc34e9cbd227f98d6325260
Quelldatensatz
uspto-grants-1999_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05948748

Notizen zur Reaktion

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