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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 341050Erstellt: 25. Oktober 2026

Ammonium Chloride → 4-(Hydroxymethyl)-1-phenylpiperidin-2-one

https://huagongshe.com/reaction/341050

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium ChlorideHCID 25517—
EduktAluminium lithium hydrideHCID 21226445—
EduktEthyl 2-oxo-1-phenylpiperidine-4-carboxylateHCID 53699167—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-(Hydroxymethyl)-1-phenylpiperidin-2-oneHCID 15428223—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

Ethyl 2-oxo-1-phenylpiperidine-4-carboxylate (0.31 g, 1.3 mmol) was dissolved in tetrahydrofuran (10 mL), cooled to −78° C. and treated with lithium aluminum hydride (0.16 mL, 2 M tetrahydrofuran solution, 3.8 mmol, 3 equiv). The mixture was warmed to −40° C., stirred for 1 hour and treated with ammonium chloride (50 mL, aqueous saturated). The aqueous layer was extracted with ethyl acetate (2×50 mL) and the combined organic extracts were dried with sodium sulfate, filtered and concentrated in vacuo, providing the titled compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08895580B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-7ef7db432585403cb2e79448f602ade4
Quellennotizuspto-grants-2014_11