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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1816332Erstellt: 26. Oktober 2026

Tetrahydrofuran → 4-(4-Carboxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1816332

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
EduktSodium HydroxideHCID 14798—
EduktTert-butyl 4-[4-(methoxycarbonyl)phenyl]-1-piperidinecarboxylateHCID 22492933—
LösungsmittelMethanolHCID 887—
Produkt4-(4-Carboxy-phenyl)-piperidine-1-carboxylic acid tert-butyl esterHCID 2249285996,4%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A solution of tert-butyl-4-[4-(methoxycarbonyl)phenyl]-1-piperidinecarboxylate (3.95 g) in a mixture of methanol (80 ml), THF (40 ml) and 4N sodium hydroxide (30 ml) was stirred at 80° C. for 2 hours. The reaction mixture was concentrated in vacuo. To a residue was added water (100 ml) and adjusted to pH 3 with 1N hydrochloric acid. The solution was extracted twice with a mixture of ethyl acetate (100 ml) and THF (50 ml). The extracts was dried over magnesium sulfate and evaporated in vacuo to give 4-[1-(tert-butoxycarbonyl)-4-piperidyl]benzoic acid (3.64 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06884774B2
Quelldatensatzuspto-grants-2005_04
ORD IDord-f26f4bb6040f4f4ba3c09e76e8fe6148
Quellennotizuspto-grants-2005_04