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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 535049Erstellt: 25. Oktober 2026

Hydrochloric Acid → 2-benzyl 3-methyl (2S,3S,5R)-1-benzyl-5-hydroxypiperidine-2,3-dicarboxylate

https://huagongshe.com/reaction/535049

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktWaterHCID 962—
EduktSodium HydroxideHCID 14798—
Edukt2-benzyl 3-methyl (2S,3S,5R)-1-benzyl-5-(1-ethoxyethoxy)piperidine-2,3-dicarboxylateHCID 131731925—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-benzyl 3-methyl (2S,3S,5R)-1-benzyl-5-hydroxypiperidine-2,3-dicarboxylateHCID 131731926100,1%

Reaktionsschritte

To a solution of 2-benzyl 3-methyl (2S,3S,5R)-1-benzyl-5-(1-ethoxyethoxy)piperidine-2,3-dicarboxylate (5.70 g, 0.0125 mol) in 100 mL of THF was added 20 mL of water followed by 20 mL of 1N HCl. The mixture was stirred at rt for 1 h. After diluted with EtoAc, the mixture was neutralized with 1N NaOH, washed with brine, dried. The residue obtained after concentration was applied on silical, eluting with 0 to 50% EtOAc in hexane, to provide the alcohol compound (4.80 g, 89.6%). MS (ESI): (M+H)+=384.2.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08853243B2
Quelldatensatzuspto-grants-2014_10
ORD IDord-58c1557bf3f4452d900f1026c6fa3fd1
Quellennotizuspto-grants-2014_10