Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Thiophenol | HCID 7969 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl N-trifluoroacetyl-N-(dichlorophosphonomethyl)glycinate | HCID 23345669 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 54452073 | HCID 54452073 | 11.6% |
Reaction Steps
Ethyl N-trifluoroacetyl-N-(dichlorophosphonomethyl)glycinate (6.6 g, 0.02 mole) was dissolved in 100 ml. of ether, cooled to 0° C. and treated with a solution of methanol (0.8 g, 0.02 mole) and triethylamine (2.78 g, 0.02 mole) in 50 ml. of ether. After two hours, the solution was filtered and the filtrate cooled to 0° C. and treated with a solution of thiophenol (2.05 ml, 0.02 mole) and triethylamine (2.78 ml, 0.02 mole) in 50 ml. of ether. After two hours, the solution was filtered and the filtrate was concentrated in vacuo. The residue was extracted into petroleum ether and the petroleum ether was removed by distillation in vacuo. The residue (1.5 g) was chromatographed on silica gel eluting with ether/benzene (7/3) to afford ethyl N-trifluoroacetyl-N-(methoxy(phenylthio)phosphonomethyl)glycinate as a colorless oil (1 g), ND =1.5047.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04180394 |
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| Source dataset | uspto-grants-1979_12 |
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| ORD ID | ord-fd588240191c4dfa8da6214f25551936 |
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| Source note | uspto-grants-1979_12 |
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