The Synthesis Of Ferrocene Acetylene Acid Ester

Propiolic acid ester is a kind of ester of unsaturated compounds, ester of electronicabsorption effect on the high activity of carbon carbon triple bond, prone to nucleophilicaddition reaction. Nearly30years, through the structure of propiolic acid ester was modifiedto get plenty of propiolic acid ester derivatives, as an organic synthesis intermediates, arewidely used in pharmaceutical, chemical industrial products such as spices. Because offerrocene since the advent of ferrocene and its derivatives because of its own characteristics,such as hydrophobicity, biological oxidizability, aromaticity, stability, low toxicity, biologicalactivity and so on, and is widely used in medical, aerospace and other fields. In recent years,studies have shown that ferrocene derivatives has many biological activities, such as antitumor, anemia, bactericidal and insecticidal, anti-inflammatory and so on, has wideapplication prospect. erefore, the synthesis of propiolic acid ester containing ferrocene grouphas far-reaching research value and practical significance.This article with ferrocene as raw material, the Vilsmeier Haack reaction of ferroceneformaldehyde; By ferrocene formaldehyde and phosphorous Ye Lide witting reaction to getreplaced material; Replace the ene in alkaline conditions to take off the halide get ferroceneacetylene, so is good for carbonylation reaction of ferrocene acetylene and methanol asreaction substrate, synthesis of a new type of ferrocene propiolic acid ester compounds. Withferrocene acetylene and methanol as the template to the dosage of catalyst, catalyst andcocatalyst and adding alkali, reaction to optimize the experimental conditions. By optimizing,optimum reaction conditions were determined as: PdCl₂as catalyst dosage of5mol%, theamount of cocatalyst CuI4mol%, under the influence of alkali K₂CO₃, reflow2h, the yieldis higher. In the optimized conditions, the above eight different fatty alcohols was studiedwith CO and ferrocene coupling reaction of acetylene. Reaction product Ferrocene propiolicacid methyl ester, ferrocene propiolic acid ethyl ester, ferrocene propiolic acid is acrylic esterof6kinds of compounds no literature reports. The structure was characterized by1H NMR,¹³C NMR, IR and HR-ESI-MS.