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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1004999Erstellt: 27. Oktober 2026

1,3-Bis(diphenylphosphino)propane → Tert-butyl 3-hydroxy-4-(4-methoxycarbonylphenyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/1004999

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,3-Bis(diphenylphosphino)propaneHCID 81219—
Edukttert-butyl (3RS,4RS)-4-(4-bromophenyl)-3-hydroxy-piperidine-1-carboxylateHCID 54537313—
EduktHCID 178418416HCID 178418416—
LösungsmittelTriethylamineHCID 8471—
ProduktTert-butyl 3-hydroxy-4-(4-methoxycarbonylphenyl)piperidine-1-carboxylateHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06051712
Quelldatensatzuspto-grants-2000_04
ORD IDord-9748f4eb2b924b2d9e61fade7332c744
Quellennotizuspto-grants-2000_04