6-Fluoro-1-indanone is an intermediate compound that can be used as an organic synthesis raw material for the preparation of pharmaceutical and chemical products. It is also an excellent reaction reagent that can undergo various chemical reactions, including oxidation, reduction and substitution.
The general procedure for the synthesis of 6-fluoro-1-indanone from 4-fluoro-benzenepropanoyl chloride was as follows: aluminum trichloride (AlCl3, 27.8 g, 208 mmol) was suspended in 200 mL of 1,2-dichloroethane. The mixture was cooled to 0-5 °C under nitrogen protection and a solution of 4-fluoro-phenylpropionyl chloride (27.75 g, 148.8 mmol) dissolved in 140 mL of 1,2-dichloroethane was added slowly and dropwise over a period of 1 hour. After removal of the cooling bath, stirring was continued for 30 minutes, followed by 2 hours of reaction at 70°C. Upon completion of the reaction, the mixture was cooled to room temperature and poured into a mixture of ice and 330 mL of concentrated hydrochloric acid (36-38%). The aqueous layer was extracted with dichloromethane (CH2Cl2) and the combined organic layers were washed sequentially with water (2×), 5% sodium bicarbonate (NaHCO3) solution and saturated saline. The organic layer was dried over anhydrous magnesium sulfate (MgSO4), filtered to remove the desiccant, and the solvent was evaporated under reduced pressure to give 19.02 g of 6-fluoro-1-indanone in 85% yield.
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