Potassium Hydroxide → (Aminomethyl)phosphonic acid

HRID 1089366Notes

Reaction equation

HRID 1089366 reaction equation
[Na][Na].[OH2:3].OCC[N:7]([CH2:11][P:12](=[O:15])([OH:14])[OH:13])[CH2:8][CH2:9][OH:10].[OH-].[K+]>>[P:12]([CH2:11][NH:7][CH2:8][C:9]([OH:3])=[O:10])([OH:13])([OH:14])=[O:15].[NH2:7][CH2:11][P:12](=[O:13])([OH:15])[OH:14]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 141233DisodiumHCID 86744316HCID 86744316, compound

Product 2

HCID 3496GlyphosateYield 12.6%HCID 14017(Aminomethyl)phosphonic acidYield 60%

Procedure

The disodium salt of [bis(2hydroxyethyl)amino]methylphosphonic acid monohydrate (4.0 g, 0.016 mol) was heated with 85% potassium hydroxide (15.0 g, 0.23 mol) at 250° C. for 75 minutes. Product isolation gave N-phosphonomethylglycine (0.31 g, 12.6%) and aminomethylphosphonic acid (1.0 g, 60.0%).

Sources & evidence

ORD record
ord-0585455789bc4e2a8ef12f2127fadcc5
Source dataset
uspto-grants-1990_10
Patent number
US04965403

Reaction notes

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