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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 890020Erstellt: 25. Oktober 2026

Dimethyl Sulfoxide → 1-(1-Benzylpiperidin-4-yl)-2-(2-fluorophenyl)ethanone

https://huagongshe.com/reaction/890020

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
EduktTriethylamineHCID 8471—
EduktOxalyl chlorideHCID 65578—
Edukt1-(1-Benzylpiperidin-4-yl)-2-(2-fluorophenyl)ethanolHCID 22248173—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
Produkt1-(1-Benzylpiperidin-4-yl)-2-(2-fluorophenyl)ethanoneHCID 2224799373%

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

After dissolving 7.5 ml of oxalyl chloride in 130 ml of dichloromethane, the solution was cooled to −78° C. and a solution of 6.1 ml of dimethylsulfoxide in dichloromethane (20 ml) was added dropwise while stirring. After stirring for 20 minutes, a solution of 13.4 g of 1-(1-benzylpiperidin-4-yl)-2-(2-fluorophenyl)ethanol in dichloromethane (40 ml) was added dropwise. After stirring for 30 minutes, 24 ml of triethylamine was added and the temperature was raised to room temperature. Water was added to the reaction solution, the organic layer was washed with water and saturated brine in that order and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by NH silica gel column chromatography (solvent: n-hexane/ethyl acetate) to obtain the title compound (9.64 g, 73% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06995144B2
Quelldatensatzuspto-grants-2006_02
ORD IDord-f27a2c76d518446d8aeabd328f68b755
Quellennotizuspto-grants-2006_02