Bis(eta-cyclopentadienyl) iron → HCID 178424444, compound

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Reaction Steps

1-Mesityl-cyclobutan-2-oic acid chloride (assumed to be 0.1 mole) and ferrocene (18.6g; 0.1 mole) in dry methylene chloride (200 ml) were stirred at 0°-5° and aluminium chloride (20g; 0.15 mole) was added. The mixture was stirred at 0°-5° for 30 minutes and at room temperature for 1 hr; ice was added slowly and the organic fraction was separated. The aqueous fraction was extracted with chloroform, and the combined organic fractions were washed with water and dried (magnesium sulphate). The solvent was evaporated under reduced pressure to yield a red oil which was purified by column chromatography on silica using 10:1 petroleum ether/ethyl acetate as eluent. The major band gave a red oil which was recrystallised from petroleum ether to give orange crystals of 1-mesityl-2-ferrocenoyl cyclobutane mp 113°-114.5° (20%).

Provenance & Evidence