Hydrochloric Acid → Glyphosate

HRID 279799

Reaktionsgleichung

Reaktionsgleichung von HRID 279799
[N:1]1([CH2:7][P:8](=[O:11])([OH:10])[OH:9])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[OH-:12].[Na+].Cl>O>[P:8]([CH2:7][NH:1][CH2:6][C:5]([OH:12])=[O:4])([OH:9])([OH:10])=[O:11].[NH2:1][CH2:7][P:8](=[O:9])([OH:11])[OH:10].[OH:4][CH2:3][CH2:2][NH:1][CH2:7][P:8](=[O:9])([OH:11])[OH:10]

Komponenten

7

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 4491459Morpholinomethylphosphonic acid

Produkt 3

HCID 3496GlyphosateAusbeute 34,7 %HCID 14017(Aminomethyl)phosphonic acidAusbeute 23 %HCID 10942688N-(2-hydroxyethyl)aminomethylphosphonic acidAusbeute 19,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
275 °C

Versuchsvorschrift

In a 100 mL Monel autoclave were mixed 4.0 g (22 mmol) of 4-morpholinylmethylphosphonic acid and 26.3 g (330 mmol) of a 50.3% solution of NaOH. The vessel was sealed and heated to 275° C. for four hours. The reaction was cooled to room temperature and the residual pressure generated by the reaction was vented off. The reaction mixture was a white slurry which was diluted with 10 mL of H2O and neutralized with 27.2 mL (330 mmol) of conc. HCl. This solution was concentrated to dryness. The residue was taken up in conc. HCl and the precipitated NaCl was filtered off. The filtrate was concentrated and purified by ion exchange chromatography to yield 1.29 g (34.7%) of N-phosphonomethylglycine, 0.57 g (23%) of aminomethylphosphonic acid, 0.67 g (19.6%) of N-(2-hydroxyethyl)aminomethylphosphonic acid, and 0.46 g (11.6%) of unreacted starting material.

Aufarbeitung

  1. customThe vessel was sealed
  2. temperatureThe reaction was cooled to room temperature
  3. concentrationThis solution was concentrated to dryness
  4. filtrationthe precipitated NaCl was filtered off
  5. concentrationThe filtrate was concentrated
  6. custompurified by ion exchange chromatography

Quellen und Nachweise

ORD-Eintrag
ord-cfea267b03ce4365b5c51e32b62eb2d8
Quelldatensatz
uspto-grants-1986_05
Patentnummer
US04587061

Verknüpfte Notizen

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