Reaktion #431032

Reaktionsgleichung

hydrochloric acid

Sodium hydride

1-(4,7-difluoronaphth-1-yl)-ethanone

Ethyl isobutyrate

→

1-(4,7-difluoronaphth-1-yl)-4-methylpentane-1,3-dione

Ausbeute 72.0%

Lösungsmittel

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe solution was heated
2. 2
   Temperaturto reflux for 15 minutes
3. 3
   TemperaturAfter cooling to room temperature
4. 4
   Extraktionextracted with methylene chloride
5. 5
   TrocknenThe organic layer was dried over sodium sulfate
6. 6
   Sonstigepurified by column chromatography

Vorschrift

1-(4,7-difluoronaphth-1-yl)-ethanone (0.150 g, 0.72 mmol) was dissolved in dry dioxane (1 mL) and cooled to 0° C. Sodium hydride (0.145 g, 3.6 mmol, 60 wt. % dispersion) was added and the reaction mixture was stirred for 1 hour at room temperature. Ethyl isobutyrate (1.0 mL, 7.2 mmol) was added in one portion and the solution was heated to reflux for 15 minutes. After cooling to room temperature, the reaction mixture was poured onto 10% aqueous hydrochloric acid and extracted with methylene chloride. The organic layer was dried over sodium sulfate and purified by column chromatography to give 1-(4,7-difluoronaphth-1-yl)-4-methylpentane-1,3-dione (0.120 g, 72%).

Quelle