Potassium Hydroxide → Glyphosate

HRID 1089367Notes

Reaction equation

HRID 1089367 reaction equation
[Na][Na].[OH2:3].O.O.OCC[N:9]([CH2:13][P:14](=[O:17])([OH:16])[OH:15])[CH2:10][CH2:11][OH:12].[OH-].[K+].[OH-].[Na+]>O>[P:14]([CH2:13][NH:9][CH2:10][C:11]([OH:3])=[O:12])([OH:15])([OH:16])=[O:17].[NH2:9][CH2:13][P:14](=[O:15])([OH:17])[OH:16]

Participants

7

Reactant 4

HCID 14797Potassium HydroxideHCID 14798Sodium HydroxideHCID 141233DisodiumHCID 86744317HCID 86744317, compound

Product 2

HCID 3496GlyphosateYield 50.4%HCID 14017(Aminomethyl)phosphonic acidYield 18.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The procedure of Example 5 was followed in heating the disodium salt of [bis(2hydroxyethyl)amino]methylphosphonic acid trihydrate (2.0 g, 0.007 mol) in a 20% solution of potassium hydroxide (1.5 g, 0.02 mol) and sodium hydroxide (1.1 g, 0.03 mol) in water (10.0 g) at 250° C. for 60 minutes. Product isolation gave N-phosphonomethylglycine (0.57 g, 50.4%) and aminomethylphosphonic acid (0.14 g, 18.7%).

Sources & evidence

ORD record
ord-9017447f857646698c917428a14f174c
Source dataset
uspto-grants-1990_10
Patent number
US04965403

Reaction notes

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