As a common heterocyclic compound, it belongs to iron-catalyst compound, name is Ferrocenecarboxylic acid, and cas is 1271-42-7, its synthesis route is as follows.
In a 50mL three necks round bottom flask and under nitrogen atmosphere, 1mmol of ferrocenecarboxylic acid was dissolved in 15mL of dry dichloromethane at room temperature. To this solution, 170-200muL of oxalyl chloride was added dropwise and stirred overnight. The solution changed from orange to dark red. The reaction mixture was filtered in a fritted funnel and the filtrate collected. In a separate 100mL three necks round flask under nitrogen, 1.0mmol of the 4-X-phenol and 1.0mmol of pyridine were dissolved in 10-15mL of dichloromethane. To this solution, the ferrocenecarbonyl chloride solution prepared previously was added dropwise. The solution was stir 6-12hin the dark, under nitrogen atmosphere, and at room temperature. Thin layer chromatography (TLC) was used to monitor the reaction. After the reaction was finished, the mixture was filtered in a fritted funnel with a pad of celite. The filtrate collected was washed with 3¡Á5mL 1N HCl to remove pyridine and other by-products. The organic layer containing the compound was purified by column chromatography, using Silica gel and eluted with dichloromethane and isolated in 40-45% yield.
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Reference£º
Article; Vera, Jose L.; Rullan, Jorge; Santos, Natasha; Jimenez, Jesus; Rivera, Joshua; Santana, Alberto; Briggs, Jon; Rheingold, Arnold L.; Matta, Jaime; Melendez, Enrique; Journal of Organometallic Chemistry; vol. 749; (2014); p. 204 – 214;,
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