Formaldehyde → Glyphosate

HRID 1153705Notes

Reaction equation

HRID 1153705 reaction equation
[CH3:1]O.C=O.[NH2:5][CH2:6][C:7]([OH:9])=[O:8].C([O:12][P:13]([O-:17])[O:14]CC)C>C(N(CC)CC)C>[P:13]([CH2:1][NH:5][CH2:6][C:7]([OH:9])=[O:8])([OH:17])([OH:14])=[O:12]

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 750GlycineHCID 887MethanolHCID 3780918Diethylphosphite

Product 1

HCID 3496Glyphosate

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

By using 500 ml. of anhydrous methanol containing 10% tetrahydrofuran, 47.0 g. of triethylamine, 30.0 g. of paraformaldehyde, 37.5 g. of glycine and 55.0 g. of diethylphosphite one may proceed as disclosed in Example 1. 65-66 g. of N-phosphonomethyl-glycine are isolated in crystalline form, purity, above 95%. The quality of the product is identical with the quality of the product obtained according to Example 1.

Sources & evidence

ORD record
ord-87ca841987e84da8bcbf120034fb34b3
Source dataset
uspto-grants-1984_12
Patent number
US04486359

Reaction notes

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