Glycine → Glyphosate

HRID 1283994Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1283994
[NH2:1][CH2:2][C:3]([OH:5])=[O:4].Cl[CH2:7][P:8](=[O:11])([OH:10])[OH:9].[OH-].[Na+]>O>[P:8]([CH2:7][NH:1][CH2:2][C:3]([OH:5])=[O:4])([OH:11])([OH:10])=[O:9]

Komponenten

5

Edukt 3

HCID 750GlycineHCID 14798Sodium Hydroxide3×HCID 75723P-(Chloromethyl)phosphonic acid

Produkt 1

HCID 3496Glyphosate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of about 50 parts of glycine, 92 parts of chloromethylphosphonic acid, 150 parts of 50% aqueous sodium hydroxide and 100 parts water was introduced into a suitable reaction vessel and maintained at reflux temperature while an additional 50 parts of 50% aqueous sodium hydroxide was added. The pH of the reaction mixture was maintained between 10 and 12 by the rate of addition of the sodium hydroxide. After all of the caustic solution had been added, the reaction mixture was refluxed for an additional 20 hours, cooled to room temperature and filtered. About 160 parts of concentrated hydrochloric acid were then added and the mixture filtered to provide a clear solution which slowly deposited N-phosphonomethylglycine. This material had a melting point of 230°C with decomposition.

Aufarbeitung

  1. additionwas introduced into a suitable reaction vessel
  2. temperaturemaintained
  3. additionwas added
  4. additionAfter all of the caustic solution had been added
  5. temperaturethe reaction mixture was refluxed for an additional 20 hours
  6. filtrationfiltered
  7. additionAbout 160 parts of concentrated hydrochloric acid were then added
  8. filtrationthe mixture filtered

Quellen und Nachweise

ORD-Eintrag
ord-0f4067c25b32486baf6dbe88eab47d13
Quelldatensatz
uspto-grants-1976_08
Patentnummer
US03977860

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