Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Acetonitrile | HCID 6342 | — |
| Edukt | 3-Pyrrolidinol, 1-(phenylmethyl)-, 3-methanesulfonate, (3R)- | HCID 11807254 | — |
| Katalysator | Tetrabutylammonium Cyanide | HCID 165872 | — |
| Produkt | (S)-1-Benzyl-pyrrolidine-3-carbonitrile | HCID 1515498 | 85% |
Reaktionsschritte
(R)-1-Benzyl-3-mesyloxypyrrolidine (5.0 g, 20 mmol) was dissolved in acetonitrile (6 mL) and tetrabutylammonium cyanide (11.1 g, 41.4 mmol) was added. The mixture was heated at 65° C. for 3 hours and then cooled to room temperature and extracted with ethyl ether (100 mL). The organic layer was washed with saturated NaHCO3 (2×50 mL), dried over MgSO4, and concentrated under reduced pressure to give (S)-1-benzyl-3-cyanopyrrolidine (3.1 g, 85%) as a yellow oil: VPC: 100%;
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05466828 |
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| Quelldatensatz | uspto-grants-1995_11 |
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| ORD ID | ord-775f15c9248a45b3941a409cfadd43f9 |
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| Quellennotiz | uspto-grants-1995_11 |
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