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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 576513Erstellt: 24. Oktober 2026

Sodium hydride → 3-[2-(4-Fluoro-phenyl)-allyl]-1,3-dimethyl-piperidin-4-one

https://huagongshe.com/de/reaction/576513

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt1,3-Dimethyl-4-piperidoneHCID 107311—
Edukt1-(3-Bromoprop-1-en-2-yl)-4-fluorobenzeneHCID 11694212—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-[2-(4-Fluoro-phenyl)-allyl]-1,3-dimethyl-piperidin-4-oneHCID 6735596052,1%

Reaktionsschritte

To a stirred solution of 1,3-dimethylpiperidin-4-one (2.8 g, 22.04 mmol) in DMF (10 mL) was added sodium hydride (970 mg, 24.25 mmol) at 0° C. After stiffing for 5 min, 1-(1-bromomethyl-vinyl)-4-fluoro-benzene (4.74 g, 22.04 mmol) was added dropwise and stirring was continued for 30 min. The reaction was quenched with ice water and extracted with EtOAc (2×100 mL). The combined organic layer was washed with water (4×100 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography using silica (100:200) and 10% EtOAc-Hex as eluent to yield 3 g of 3-[2-(4-fluoro-phenyl)-allyl]-1,3-dimethyl-piperidin-4-one.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09040519B2
Quelldatensatzuspto-grants-2015_05
ORD IDord-3ca1e346b67140bbace1cd181e882fd3
Quellennotizuspto-grants-2015_05