Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Itaconic acid | HCID 811 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Phenethylamine, (-)- | HCID 75818 | — |
| Solvent | 1,3-Dimethyl-2-imidazolidinone | HCID 6661 | — |
| Product | HCID 10421488 | HCID 10421488 | 81.6% |
Reaction Steps
Itaconic acid (650 g) and (S)-1-phenylethylamine (605 g) were suspended in 1,3-dimethylimidazolidinone (650 ml), and the suspension was stirred at 80° C. for 1 hr with heating, and further at 120° C. for 3 hr with heating. The mixture was cooled to room temperature, and water (4 l) was added. The precipitated crystals were collected by filtration and dried to give 950 g of 1-((S)-1-phenylethyl)-5-oxo-3-pyrrolidinecarboxylic acid. The crystals were recrystallized 3 times with isopropyl alcohol to give 156 g of (3S)-1-((S)-1-phenylethyl)-5-oxo-3-pyrrolidinecarboxylic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05864039 |
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| Source dataset | uspto-grants-1999_01 |
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| ORD ID | ord-0d508d26be89471f8089d2a4c7b2c373 |
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| Source note | uspto-grants-1999_01 |
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