Hydrochloric Acid → Glyphosate

8.6 g. of 37% formaline (= 0.1 moles of formaldehyde) are added to a stirred solution of 4.0 g. (0.1 moles) of sodium hydroxide and 7.5 g. (0.1 moles) of glycine in 40 ml. of water. After 10 minutes of stirring at 0° to 5° C, 13.8 g. (0.1 moles) of diethyl phosphite are added, and stirring is continued for 2 hours at 90° to 100° C. The mixture is acidified with 60 ml. of concentrated hydrochloric acid, and stirred further for 2 hours at 90° to 100° C. The obtained solution is evaporated to dryness under reduced pressure (80 to 100 mmHg.). The oily residue is treated with 200 ml. of warm 90% ethanol, the mixture is cooled, the product is filtered off, and dissolved in 30 to 35 ml. of hot water. The solution is decolorized, filtered, and the product is precipitated from the filtrate with 45 ml. of acetone. 11.0-11.4 g. (65-67.5%) of N-phosphonomethyl-glycine are obtained; m.p.: 224°-226° C (with decomposition).

1. stirringstirring
2. waitis continued for 2 hours at 90° to 100° C
3. customThe obtained solution is evaporated to dryness under reduced pressure (80 to 100 mmHg.)
4. additionThe oily residue is treated with 200 ml
5. temperatureof warm 90% ethanol, the mixture is cooled
6. filtrationthe product is filtered off
7. dissolutiondissolved in 30 to 35 ml
8. filtrationfiltered
9. customthe product is precipitated from the filtrate with 45 ml

ORD record

ord-93c9ec245970491fb4018efee4c9d66a

Source dataset

uspto-grants-1977_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04065491