Glyphosate → HCID 20314767, compound

HRID 2419154Notes

Reaction equation

HRID 2419154 reaction equation
[P:1]([CH2:5][NH:6][CH2:7][C:8]([OH:10])=[O:9])([OH:4])([OH:3])=[O:2].[OH-].[Na+].[CH2:13]1O[CH:14]1[CH2:15][CH3:16]>O>[CH2:14]([CH:15]1[CH2:16][N:6]([CH2:5][P:1]([OH:4])([OH:3])=[O:2])[CH2:7][C:8](=[O:10])[O:9]1)[CH3:13]

Participants

5

Reactant 3

HCID 3496GlyphosateHCID 78341,2-Epoxybutane2×HCID 14798Sodium Hydroxide

Product 1

HCID 20314767HCID 20314767, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of N-phosphonomethylglycine (8.5 grams, 0.05 mole) in 30 ml. of water is added 50% aqueous sodium hydroxide (8.0 grams). The solution is cooled, and 1,2-butylene oxide (3.6 grams, 0.05 mole) is added, after which the solution is rotated overnight on a polymer wheel. Additional amounts of 1,2-butylene oxide are added to complete the reaction, and any unreacted butylene oxide is then extracted with ethyl ether and benzene. A portion of the reaction product is diluted with water and passed through a column of ion exchange resin in the acid form. Cuts 3 through 20 are collected, combined and evaporated to dryness to give 6-ethyl-4-phosphonomethyl-2-morpholinone as a friable glassy solid.

Workup

  1. temperatureThe solution is cooled
  2. customthe reaction
  3. extractionany unreacted butylene oxide is then extracted with ethyl ether and benzene
  4. additionA portion of the reaction product is diluted with water
  5. customCuts 3 through 20 are collected
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-b2243a61c0544ec99ccf9343df9d2504
Source dataset
uspto-grants-1978_08
Patent number
US04105432

Reaction notes

Loading…