Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Benzyl N-(4-aminobutyl)carbamate | HCID 2783677 | — |
| Reactant | HCID 178461626 | HCID 178461626 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 54353084 | HCID 54353084 | 69.2% |
Reaction Steps
To a suspension of monoethyl potassium epoxysuccinate (0.77 g) in ethyl ether (30 ml), oxalyl chloride (0.75 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 resulting mixture, a solution of N-carbobenzoxy 1,4-diaminobutane (1.1 g) and triethylamine (0.48 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 resulting precipitate 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. The crude crystals thus obtained were recrystallized from acetone-n-hexane to give 0.97 g of ethyl N-carbobenzoxyaminobutyl-2,3-epoxysuccinamate (Compound No. 68) as colorless plates melting at 94°-95° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04387238 |
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| Source dataset | uspto-grants-1983_06 |
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| ORD ID | ord-439268d520144f7b97b94c870eef5013 |
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| Source note | uspto-grants-1983_06 |
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