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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 721218Erstellt: 25. Oktober 2026

3-Hexanol → 1-Ethylbutyl N-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2,5-dimethylphenyl}carbamate

https://huagongshe.com/reaction/721218

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-HexanolHCID 12178—
EduktTriphosgeneHCID 94429—
EduktSodium BicarbonateHCID 516892—
Edukt4-((6,7-Dimethoxyquinolin-4-yl)oxy)-2,5-dimethylanilineHCID 21890421—
LösungsmittelTolueneHCID 1140—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelTriethylamineHCID 8471—
Produkt1-Ethylbutyl N-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2,5-dimethylphenyl}carbamateHCID 2188998028,7%

Reaktionsschritte

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,5-dimethylaniline (50 mg) was added to toluene (5 ml), and triethylamine (0.5 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (68 mg) in methylene chloride was then added thereto, and the mixture was heated under reflux for 10 min. Next, 3-hexanol (24 mg) was added thereto, and the mixture was further stirred with heating under reflux for 3 hr. A saturated aqueous sodium bicarbonate solution was added to stop the reaction, and the reaction solution was then extracted with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution, water, and saturated brine in that order. The extract was dried over sodium sulfate and was then concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (20 mg, yield 27%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07135466B2
Quelldatensatzuspto-grants-2006_11
ORD IDord-dc58620e856a4d24acb7e326322e23b4
Quellennotizuspto-grants-2006_11