Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | 4-Chloroaniline | HCID 7812 | — |
| Reactant | HCID 86585101 | HCID 86585101 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | HCID 57440110 | HCID 57440110 | — |
Reaction Steps
Diethyl meso 2,5-dibromo adipate (5.0 g, 13.89 mmol), 4-chloro-aniline (6.2 g, 48.60 mmol), potassium iodide (0.032 g, 0.193 mmol) were combined and heated at 80° C. for 3 h then 90° C. for ½ hour. Mix was cooled, diluted with 6N hydrochloric acid (400 mL) and extracted with ethyl acetate (3×400 mL). The combined organic layers were washed with water (5×200 mL), brine (200 mL), dried with magnesium sulfate and concentrated to yield a mixture of cis and trans 1-(4-Chloro-phenyl)-pyrrolidine-2,5-dicarboxylic acid diethyl ester (4.53 g, 100%) as a brown oil. Oil was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06552015B2 |
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| Source dataset | uspto-grants-2003_04 |
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| ORD ID | ord-1b2f471bad46427da1702957043b0866 |
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| Source note | uspto-grants-2003_04 |
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