HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 559293Erstellt: 25. Oktober 2026
Methanol → 1-[(3R,4S)-1-Benzyl-4-(4-chloro-phenyl)-pyrrolidin-3-yl]-ethanone
https://huagongshe.com/reaction/559293
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Methanol | HCID 887 | — |
| Edukt | 4-Chlorophenylboronic acid | HCID 74299 | — |
| Edukt | Binap, (A+-)- | HCID 634876 | — |
| Edukt | (1-Benzyl-2,5-dihydro-1H-pyrrol-3-yl)-ethanone | HCID 57576371 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 1-[(3R,4S)-1-Benzyl-4-(4-chloro-phenyl)-pyrrolidin-3-yl]-ethanone | HCID 66999681 | 33% |
Reaktionsschritte
A two necked flask was charged under argon with rhodium(acac)bis ethylene (45 mg, 0.05 eq.), (R)-BINAP (110 mg, 0.05 eq.) and 4-chloro-phenylboronic acid (1.20 g, 2.2 eq.). 100 mL of MeOH and 10 mL of H2O were added followed by 1-(1-benzyl-2,5-dihydro-1H-pyrrol-3-yl)-ethanone (0.70 g). The reaction mixture was heated at 55° C. for 8 hours, cooled down to RT and concentrated under vacuo. Purification by flash chromatography (SiO2, EtOAc/Heptane 2/1) afforded 0.36 g (33%) of the title product as a light yellow oil. ES-MS m/e: 314.0 (M+H+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08063075B2 |
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| Quelldatensatz | uspto-grants-2011_11 |
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| ORD ID | ord-a6c669f4fa1c43078a06b92a7afcf82b |
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| Quellennotiz | uspto-grants-2011_11 |
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