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ChemicalBook CAS DataBase List Chlorocarbonyl ferrocene
1293-79-4

Chlorocarbonyl ferrocene synthesis

4synthesis methods
-

Yield:1293-79-4 97%

Reaction Conditions:

in dichloromethane at 0 - 20; for 4 h;Inert atmosphere;

Steps:

3.1 Ferrocenoyl chloride 1
Under a nitrogen atmosphere, to a stirred solution of ferrocene carboxylic acid (1.20 g, 5.2 mmol) in freshly distillated dichloromethane (10 ml), was added dropwise oxalyl chloride (4 ml, 46.8 mmol), at 0 °C.
The resulting mixture was stirred at ambient temp. for 4 h, then the solvent was removed under reduce pressure.
The solution was triturated with hot pentane, then the mixture was filtered, and the filtrate was concentrated under reduced pressure.
The resulting residue was crystallized from pentane to give a red crystalline solid (1.25 g, 97%): mp 134 °C.
1H-NMR (300 MHz, CDCl3): δ 4.36 (s, 5H, C5H5), 4.66 (s, 2H, C5H4), 4.94 (s, 2H, C5H4).

References:

Saied, Nadia Malek;Mejri, Najoua;El Aissi, Radhia;Benoist, Eric;Saidi, Mouldi [European Journal of Medicinal Chemistry,2015,vol. 97,p. 280 - 288]

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