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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 553987Erstellt: 25. Oktober 2026

Water → [(2R,6S)-6-(4-chlorophenyl)piperidin-2-yl]methanol

https://huagongshe.com/reaction/553987

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium HydroxideHCID 14798—
EduktAluminium lithium hydrideHCID 21226445—
Eduktmethyl(2R,6S)-6-(4-chlorophenyl)piperidine-2-carboxylateHCID 67462967—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
Produkt[(2R,6S)-6-(4-chlorophenyl)piperidin-2-yl]methanolHCID 6746019686,5%

Reaktionsbedingungen

Temperatur-20 °C

Reaktionsschritte

Methyl (2R,6S)-6-(4-chlorophenyl)piperidine-2-carboxylate (2.47 g) was added to a suspension of lithium aluminum hydride (508 mg) in THF (50 mL) in a nitrogen atmosphere at −20° C., and the reaction solution was stirred at −20° C. for one hour. Water (0.51 mL), a 5 N sodium hydroxide solution (0.51 mL), and water (1.53 mL) were sequentially added to the reaction solution at −20° C., and the reaction solution was stirred at room temperature for 15 minutes. Ethyl acetate was added to the reaction solution. Then, the reaction solution was filtered through celite, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (carrier: Chromatorex NH; elution solvent: heptane-ethyl acetate system) to obtain 1.90 g of the title compound. The property value of the compound is as follows.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08048878B2
Quelldatensatzuspto-grants-2011_11
ORD IDord-74d24067a4a549769cc06a146dd5da59
Quellennotizuspto-grants-2011_11