Water → alpha,alpha'-Bis(1-indenyl)-o-xylene

Participants

Reaction Conditions

Reaction Steps

70 ml (0.175 moles) of lithium butyl 2.5M in hexane are added, over a period of about 20 minutes, to a solution of 25 g (0.215 moles) of indene in 100 ml of tetrahydrofuran. The mixture is left under stirring for 2 hours, and is then cooled to -10° C. 20 g (0.076 moles) of α,α'-dibromo-o-xylene dissolved in 100 ml of THF are then added, in about 1 hour, so that the temperature of the reaction mixture does not exceed -5° C. At the end, the temperature is left to rise to room temperature, the mixture is hydrolyzed with water and extracted with ethyl ether. The ether extracts, after washing until neutral, and drying on anhydrous sodium sulfate, are evaporated. The residue obtained is purified on a silica gel column using petroleum ether containing 1% of ethyl acetate as eluant. After evaporation of the eluant, 9.5 g of α,α'-bis(1-indenyl)-o-xylene, are obtained, characterized by 1H-NMR analysis, with a yield of 26% with respect to the starting dibromo-o-xylene.

Provenance & Evidence