Bis(eta-cyclopentadienyl) iron → HCID 178467786, compound

Participants

Reaction Steps

Ferrocene (26g; 0.14 mole) was dissolved in dichloromethane (500 ml) and stirred at -35° (1,2-dichloroethane/dry ice bath). 6-Oxo-heptanoyl chloride from step (a) was added followed by aluminium chloride (18.7g; 0.14 moles) over 30 minutes. Stirring at -35° was continued for another 2 hours and the mixture was poured into ice/water (1 kg). The dichloromethane layer was separated, washed with water (3 × 600 ml), dried over sodium sulphate and concentrated under vacuum, giving a red oil. The desired product was isolated by column chromatography using 9:1 toluene:ethyl acetate as eluent on silica. Recrystallisation of the orange solid from petroleum ether (bp 60-80) afforded the pure compound (3.2g; 73%) mp 70°-71°.

Provenance & Evidence