Hydrochloric Acid → Glyphosate

HRID 462126Notes

Reaction equation

HRID 462126 reaction equation
Cl.[C:2]([CH2:5][NH:6][CH2:7][P:8](=[O:15])([O:12]CC)[O:9]CC)([OH:4])=[O:3]>>[P:8]([CH2:7][NH:6][CH2:5][C:2]([OH:4])=[O:3])([OH:15])([OH:12])=[O:9]

Participants

3

Procedure

60 ml. of concentrated hydrochloric acid are added to 11.25 g. (0.05 moles) of diethyl N-carboxymethyl-aminomethyl-phosphonate, and the mixture is boiled for 2 hours. The reaction mixture is concentrated to one-fourth volume under a pressure of 80 to 100 mmHg., and the residue is triturated with 60 ml. of ethanol. The solid substance is filtered when cold, dissolved in 15 to 20 ml. of hot water, the solution is decolorized, cooled, and the product is precipitated with 45 ml. of acetone. 5.3-5.7 g. (62.7-67.5%) of N-phosphonomethyl-glycine are obtained.

Workup

  1. concentrationThe reaction mixture is concentrated to one-fourth volume under a pressure of 80 to 100 mmHg
  2. custom, and the residue is triturated with 60 ml
  3. filtrationThe solid substance is filtered when cold
  4. dissolutiondissolved in 15 to 20 ml
  5. temperaturecooled
  6. customthe product is precipitated with 45 ml

Sources & evidence

ORD record
ord-538811341d8e4ab8b2112a7961410de4
Source dataset
uspto-grants-1977_12
Patent number
US04065491

Reaction notes

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