Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Methylamine hydrochloride | HCID 6364545 | — |
| Reactant | HCID 178524971 | HCID 178524971 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 20499868 | HCID 20499868 | 43.8% |
Reaction Steps
To a suspension of monophenyl potassium epoxysuccinate (1.23 g) in ethyl ether (30 ml), oxalyl chloride (0.7 g) in ethyl ether was added dropwise with stirring under ice-cooling and the mixture was stirred for an hour at room temperature. To the reaction mixture, a solution of methylamine hydrochloride (0.5 g) and triethylamine (1.5 g) in ethyl ether was added dropwise with stirring under ice-cooling, and the mixture was stirred for an additional hour at room temperature. The precipitate produced was filtered off and the filtrate was washed with a saturated aqueous sodium chloride solution, dried over magnesium sulfate and concentrated to dryness. The residue was purified by silica gel column chromatography using benzene as a developer to give 0.48 g of phenyl N-methyl-2,3-epoxysuccinamate (Compound No. 84) as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04387238 |
|---|
| Source dataset | uspto-grants-1983_06 |
|---|
| ORD ID | ord-988d8b4d99d24d32ab24af54ea16a927 |
|---|
| Source note | uspto-grants-1983_06 |
|---|