참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Iodobenzene | HCID 11575 | — |
| 반응물 | Pyrrolidine | HCID 31268 | — |
| 반응물 | L-Proline | HCID 145742 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 용매 | Dimethyl Sulfoxide | HCID 679 | — |
| 생성물 | 1-Phenylpyrrolidine | HCID 77726 | 59.6% |
반응 단계
Pyrrolidine (21.6 g, 304.23 mmol), L-proline (1.12 g, 9.74 mmol), and CuI (960 mg, 5.05 mmol) were added sequentially to 1-iodobenzene (10.0 g, 49.02 mmol). DMSO (40 mL) was then added, and the resulting solution was stirred at 60° C. for 20 hours. The reaction mixture was then quenched by adding 400 mL of iced water. The resulting solution was extracted with ethyl acetate (3×150 mL), and the organic layers were combined, dried (Na2SO4), filtered and concentrated. The residue was purified by column chromatography using a 1:100 ethyl acetate/petroleum ether solvent system to afford 4.3 g (57%) of 1-phenylpyrrolidine as brown oil.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07696229B2 |
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| 출처 데이터셋 | uspto-grants-2010_04 |
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| ORD ID | ord-a24edf014d2a41488f03db31dc34e41c |
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| 출처 메모 | uspto-grants-2010_04 |
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