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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 49484Erstellt: 26. Oktober 2026

Dimethylformamide → 6-(4-Diethylamino-butoxy)-3,4-dihydro-2H-quinoline-1-carboxylic acid benzyl ester

https://huagongshe.com/reaction/49484

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktBenzyl chloroformateHCID 10387—
EduktDiethyl-[4-(1,2,3,4-tetrahydro-quinolin-6-yloxy)-butyl]-amineHCID 21966664—
Produkt6-(4-Diethylamino-butoxy)-3,4-dihydro-2H-quinoline-1-carboxylic acid benzyl esterHCID 6951530539%

Reaktionsschritte

To 70 mg (0.25 mmol) Diethyl-[4-(1,2,3,4-tetrahydro-quinolin-6-yloxy)-butyl]-amine in 1.4 ml DMF 87 μl (0.5 mmol) Huenig's base and 54 μl (0.38 mmol) benzyl chloroformate were added. The solution was stirred at RT over night, was concentrated and the residue was dissolved in ether and 0.1M NaOH. The inorganic phase was extracted with ether and the combined organic phases were washed with water and dried over Na2SO4. Column chromatography on silica gel with CH2Cl2MeOH 5:1 yielded 40 mg (38%) 6-(4-Diethylamino-butoxy)-3,4-dihydro-2H-quinoline-1-carboxylic acid benzyl ester as light yellow oil, MS: 411 (MH+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06706751B2
Quelldatensatzuspto-grants-2004_03
ORD IDord-509f5d3b93a14557b8c88d869034b842
Quellennotizuspto-grants-2004_03