Glycine → Glyphosate

HRID 2354127Notes

Reaction equation

[CH:1]([P:3](=[O:6])([OH:5])[OH:4])=O.[NH2:7][CH2:8][C:9]([OH:11])=[O:10]>>[CH2:8]([NH:7][CH2:1][P:3]([OH:4])([OH:5])=[O:6])[C:9]([OH:11])=[O:10]

Participants

Reactant 2

HCID 750Glycine

HCID 10154022Formylphosphonic Acid

Product 1

HCID 3496Glyphosate

Procedure

Glyphosine produced in the final reaction step may be separated from the final reaction mixture and oxidized to produce additional glyphosate and formylphosphonic acid. Similar oxidizing processes are described in U.S. Pat. No. 6,218,570. Glyphosate is separated and combined with that which has been obtained by separation of glyphosine from the final reaction product mixture. Furthermore, if desired, the formylphosphonic acid may be used in the reductive alkylation of glycine to produce additional glyphosate. Significantly, these processes provide an avenue to operate a reaction of glycine with CMPA at molar ratios as low as 1:1.

Workup

customreaction product mixture

Sources & evidence

ORD record: ord-5ed6b30dfd714456a8dde57637158e1b
Source dataset: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07750180B2

Reaction notes

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