Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenyl isocyanate | HCID 7672 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl 5-oxo-DL-prolinate | HCID 500249 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 10753928 | HCID 10753928 | 66.8% |
Reaction Steps
In this example, 14.3 g of methyl 2-pyrolidone-5-carboxylate and 10.1 g triethylamine are dissolved in 100 ml of ethyl acetate. Phenyl isocyanate (11.9 g) is added thereto, and the resulting solution is left standing at room temperature overnight. The reaction mixture is then filtered, and the filtrate is washed twice with 100 ml of 1N hydrochloric acid, and then three times with 100 ml water. Then, the filtrate is dried over anhydrous sodium sulfate, and then filtered. The filtrate is concentrated under reduced pressure, and the resulting viscous material is dissolved in 100 ml ether, admixed with 100 ml n-hexane, and recrystallized, whereby methyl 1-phenylcarbamoyl-2-pyrolidone-5-carboxylate (compound number 4; 17.5 g; mp 91°-92° C.) is obtained. Yield: 66.8%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04217130 |
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| Source dataset | uspto-grants-1980_08 |
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| ORD ID | ord-8afcddf3095a405793f3c912d59feb68 |
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| Source note | uspto-grants-1980_08 |
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