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Glycine → Glyphosate

HRID 1589110
Notes
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Reaction equation

HRID 1589110 reaction equation
[NH2:1][CH2:2][C:3]([OH:5])=[O:4].[CH:6]([P:8](=[O:11])([OH:10])[OH:9])=O.[H][H]>>[CH2:2]([NH:1][CH2:6][P:8]([OH:11])([OH:10])=[O:9])[C:3]([OH:5])=[O:4]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 750GlycineHCID 10154022Formylphosphonic AcidHCID 178418361HCID 178418361, compound

Product 1

HCID 3496GlyphosateYield 65.9%

Procedure

Reaction of glycine and formylphosphonic acid was carried out under the conditions of Example 2 except that the pH was initially adjusted to 8.0 and hydrogen gas was continuously bubbled through the liquid phase at atmospheric pressure. After 18 hours of reaction, a 65.9% yield of glyphosate was obtained.

Workup

  1. customwas continuously bubbled through the liquid phase at atmospheric pressure
  2. customAfter 18 hours of reaction

Sources & evidence

ORD record
ord-535ff560ff9748c89d09a51ee93b2d3b
Source dataset
uspto-grants-1986_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04568432

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes