Hydrochloric Acid → Glyphosate

Temperature

315 °C

In a 100 ml Monel autoclave were mixed 2.30 g (11.7 mmol) of N-(2-hydroxyethyl)-N-isopropylaminomethylphosphonic acid and 3.73 g (93.0 mmol) of dry, powdered NaOH. The reagents were mixed together well. The reaction vessel was flushed with N2, and the mixture was heated to 315° C. for three hours. During the heating period at 315° C. the internal pressure in the vessel rose from 5×105N/M2 to 1.3×106N/M2. At the end of the heating period the excess pressure that was generated was released and 8 ml of water were introduced. The temperature of the reaction was maintained at 300° C. for three hours while the internal pressure rose from 3.1×106N/M2 to 3.9×106N/M2. The vessel was then cooled to room temperature and the residual pressure was released. The reaction mixture was diluted with water and neutralized with 93 mmol of HCl. This solution was concentrated to dryness. The residue was taken up in conc. HCl and the precipitated NaCl was filtered off. The filtrate was concentrated and purified by ion exchange chromatography (Dowex 50×8-400), to yield 1.03 g (52.0%) of N-phosphonomethylglycine and 0.32 g (13.0%) of N-isopropyl-N-phosphonomethylglycine

1. customof dry
2. additionThe reagents were mixed together well
3. customThe reaction vessel was flushed with N2
4. customat 315° C.
5. addition8 ml of water were introduced
6. temperatureThe temperature of the reaction was maintained at 300° C. for three hours while the internal pressure
7. temperatureThe vessel was then cooled to room temperature
8. concentrationThis solution was concentrated to dryness
9. filtrationthe precipitated NaCl was filtered off
10. concentrationThe filtrate was concentrated
11. custompurified by ion exchange chromatography (Dowex 50×8-400)

ORD record

ord-da34d124bee04bda8538686b5691c2ba

Source dataset

uspto-grants-1990_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04965403