HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,3-Bis(diphenylphosphino)propane → Tert-butyl 3-hydroxy-4-(4-methoxycarbonylphenyl)piperidine-1-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,3-Bis(diphenylphosphino)propane | HCID 81219 | — |
| Edukt | tert-butyl (3RS,4RS)-4-(4-bromophenyl)-3-hydroxy-piperidine-1-carboxylate | HCID 54537313 | — |
| Edukt | HCID 178418416 | HCID 178418416 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Produkt | Tert-butyl 3-hydroxy-4-(4-methoxycarbonylphenyl)piperidine-1-carboxylate | HCID 53949513 | — |
Reaktionsschritte
In an analogous manner to that described in Example 22(d), by carbonylating tert-butyl (3RS,4RS)-4-(4-bromo-phenyl)-3-hydroxy-piperidine-1-carboxylate using PdCl2 (CH3CN)2 and 1,3-bis(diphenylphosphino)-propane as the catalyst in the presence of triethylamine under 10 bar of carbon monoxide at 100° C. for 40 hours there was obtained tert-butyl (3RS,4RS)-3-hydroxy-4-(4-methoxycarbonyl-phenyl)-piperidine-1-carboxylate as white crystals; m.p.: 145.5-146° C., MS: 279 (M-C4H8)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06051712 |
| Quelldatensatz | uspto-grants-2000_04 |
| ORD ID | ord-9748f4eb2b924b2d9e61fade7332c744 |
| Quellennotiz | uspto-grants-2000_04 |