Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanethiol | HCID 878 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 86736746 | HCID 86736746 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 53742705 | HCID 53742705 | 24.9% |
Reaction Steps
A solution of N-trifluoroacetyl-N-(dichlorophosphonomethyl)glycinate (8.25 g, 0.025 mole) in 100 ml. of ether was cooled to 0° C. and a solution of methanol (1.01 ml, 0.025 mole) and triethylamine (3.49 ml, 0.025 mole) in 30 ml. of ether was added. After two hours, the reaction mixture was filtered and the filtrate was cooled to 0° C. and treated with methanethiol (1.38 ml, 0.025 mole) and triethylamine (3.49 ml, 0.025 mole). This mixture was stirred overnight, then concentrated in vacuo to afford an oil which was chromatographed on silica gel. The column was eluted with methylene chloride/ethyl acetate to yield ethyl N-trifluoroacetyl-N-(methoxy(methylthio)phosphonomethyl)glycinate (2.3 g) as an oil, ND =1.4571.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04180394 |
|---|
| Source dataset | uspto-grants-1979_12 |
|---|
| ORD ID | ord-c9ccd1d97ada470e939d9aa7ebacdd5c |
|---|
| Source note | uspto-grants-1979_12 |
|---|