Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Ferrocenecarboxylic acid, 1271-42-7
1271-42-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Ferrocenecarboxylic acid, cas is 1271-42-7,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.
Triethylamine (0.1ml, 0.72mmol) was injected dropwise into the CH2Cl2 (40ml) suspension of carboxyferrocene 3 (0.5g, 2.17mmol) at 0C under N2 atmosphere. Oxalyl chloride (0.7ml, 8.2mmol) was then added dropwise into the solution. The reaction mixture was stirred at room temperature (r. t.) overnight. The solvent was then removed in vacuo, and the red solid residue, crude chlorocarbonylferrocene, was then dissolved in dry CH2Cl2 (20ml), added dropwise into the CH2Cl2 solution (10ml) of 9 (0.4g, 1.83mmol) and Et3N (1.5ml, 10.7mmol). The obtained mixture was further stirred overnight at r. t. under N2 atmosphere, and then washed successively with saturated NaHCO3 solution (1¡Á100ml) and distilled water (3¡Á100ml). The organic layer was dried with anhydrous Na2SO4, and vacuumed to provide the crude product 10 that was then purified by column chromatography with CH2Cl2/methanol (0%?5%) as the eluent and obtained as brown sticky oil. Yield: 0.7g, 89%. 1H NMR (400MHz, CDCl3, 25C, TMS), deltappm: 6.28 (t, J=9.3Hz, 1H, NHCO), 4.68 (t, J=3.8Hz, 2H, sub. Cp, Cp=eta [5]-C5H5), 4.32 (t, J=3.4Hz, 2H, sub. Cp), 4.19 (s, 5H, free Cp), 3.67-3.55 (m, 14H, 7¡ÁCH2), 3.36 (t, J=10.1Hz, 2H, CH2N3). 13C NMR (100MHz, CDCl3, 25C, TMS), deltappm: 170.4 (CONH), 70.8, 70.7, 70.4, 70.3, 69.8, 68.3 (Cp and CH2), 50.8 (CH2N3), 39.4 (NHCH2). MS (ESI, m/z), calcd. for C19H16O4N4Fe: 430.3; found: 453.1 (M+Na+). Selected IR (KBr, cm-1): 3335 (nuNH), 2869 (nuCH2), 2105 (nuN3), 1634 (nuC=O), 1539, 1453 (nuC=C, Cp), 1299 (nuC-N), 1106 (nuC-O-C), 823 (nuFeII).
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Ferrocenecarboxylic acid, 1271-42-7
Reference£º
Article; Liu, Yue; Mu, Shengdong; Liu, Xiong; Ling, Qiangjun; Hang, Chaodong; Ruiz, Jaime; Astruc, Didier; Gu, Haibin; Tetrahedron; vol. 74; 37; (2018); p. 4777 – 4789;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion