Hydrochloric Acid → 2-Acetyl-7-octylfluorene

Participants

Reaction Conditions

Reaction Steps

To a solution of 4.50 g (16.2 mM) of 2-octylfluorene in 50 ml of dry carbon disulfide, 2.70 g (20.2 mM) of pulverized anhydrous aluminum chloride was added while being cooled on an ice-common salt bath. Under cooling on the bath, 1.20 ml (16.9 mM) of acetyl chloride was added dropwise to the mixture below 7° C., followed by stirring for 1 hour and 50 minutes at 10° C. or below. After the reaction, the reaction mixture was poured into a mixture of 50 g of ice and 15 ml of hydrochloric acid, followed by extraction with ethyl acetate. The organic layer was washed with water, dried with anhydrous sodium sulfate, and condensed, followed by cooling to about -20° C. to precipitate a crystal. The crystal was recovered by filtration to obtain 3.97 g of 2-acetyl-7-octylfluorene (Yield: 76.6%).

Provenance & Evidence