Hydrochloric Acid → Glyphosate

HRID 1153707Notes

Reaction equation

HRID 1153707 reaction equation
[C:1]([O-:4])(=[O:3])[CH3:2].[K+].C=O.[NH2:8][CH2:9]C(O)=O.[P:13]([O-:18])([O:16]C)[O:14]C.Cl>CO>[P:13]([CH2:9][NH:8][CH2:2][C:1]([OH:4])=[O:3])([OH:18])([OH:16])=[O:14]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 750GlycineHCID 517044Potassium AcetateHCID 21884954Dimethylphosphite

Product 1

HCID 3496Glyphosate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a hot solution of 500 ml. methanol, 98 g. potassium acetate and 30 g. of formaldehyde 37.5 g. of glycine and 55 g. of dimethyl phosphite are added. The mixture is stirred for one hour at the boiling temperature. The mixture is cooled and under cooling 167 ml. conc. hydrochloric acid are added. The solution is stirred for 15 minutes at 5° C. and the precipitated salt is filtered off. One may further proceed as disclosed in Example 1. 54-55 g. of N-phosphonomethyl glycine are obtained. The quality of the product is as given in Example 1.

Workup

  1. temperatureThe mixture is cooled
  2. temperatureunder cooling 167 ml
  3. stirringThe solution is stirred for 15 minutes at 5° C.
  4. filtrationthe precipitated salt is filtered off

Sources & evidence

ORD record
ord-83d5eb7e052641e78f105405f52d2910
Source dataset
uspto-grants-1984_12
Patent number
US04486359

Reaction notes

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