Method of making phosphorus-containing compounds and products thereof
AssigneeMonsanto Technology LLC
InventorThaddeus S. Franczyk, II
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Abstract
A process for oxidizing a hydroxymethylphosphonic acid compound to produce a formylphosphonic acid compound is described. The oxidation reaction is carried out in the presence of an oxidant and a catalyst. For example, hydroxymethylphosphonic acid (HMPA) is oxidized by oxygen or hydrogen peroxide in the presence of a copper-containing catalyst to give formylphosphonic acid (FPA). Formylphosphonic acid can then be reacted with glycine to produce a condensation product which, upon hydrogenation, yields glyphosate. Glyphosate can be incorporated into various formulations for use as a herbicide. In addition to glycine, formylphosphonic acid can also be reacted with ammonia, ethanolamine, or other primary amines to form a precursor compound, which can be converted to glyphosate.
Claims42
A process of making a phosphorus-containing compound, of formula (II) comprising:
- contacting a hydroxymethylphosphonic acid compound of formula I with an oxidant in the presence of a catalyst to produce a formylphosphonic acid compound or formula II its hydrate,
- wherein the hydroxymethylphosphonic acid compound is represented by Formula I:
- wherein R′ and R″ individually are hydrogen, hydrocarbyl, substituted hydrocarbyl, a salt-forming cation, or a heterocycle;
- and
- wherein the formylphosphonic acid compound is represented by Formula II.
Dependencies are inferred from the claim text.