12093-10-6, Ferrocenecarboxaldehyde is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
General procedure: In a typical procedure, 1.39 mmol of 2?-hydroxyacetophenone (for 1 and 3) or 2?-hydroxy-4?-methoxyacetophenone (for 2 and 4) were dissolved in 40 ml of methanol. To this solution, 4 equivalent of potassium hydroxide were added and stirred for 15 min at room temperature. Then, 1.40 mmol of the appropriate ferrocenecarboxaldehyde derivative, (i.e. 1-ferrocenecarboxaldehyde for 1 and 2 or 1,1-ferrocenedicarboxaldehyde for 3 and 4) were added. The mixture was stirred during three days at room temperature. Then, methanol was evaporated in vacuum (rotary evaporator) and the crude reaction mixture was submitted to column chromatography (silica gel 60, Ethyl acetate: Hexane = 3:10 v/v). (E)-3-Ferrocenyl-1-(2-hydroxyphenyl)-prop-2-en-1-one, (1). Yield 65% (605 mg), mp. 157-159.4 C. IR (KBr) cm-1: 3456 (OH), 3105 (C-H), 3086 (C-H), 1630 (C=O). 1H NMR (CDCl3, 400 MHz): delta 4.22 (5H, s, C5H5), 4.56 (2H, s, H-beta-C5H4), 4.65 (2H, s, H-alpha -C5H4), 6.95 (1H, t, J = 7.2 Hz, Harom), 7.26 (1H, d, J = 15 Hz, =CH), 7.45 (1H, t, J = 7.2 Hz, Harom), 7.88 (1H, d, J = 9.1 Hz, Harom), 7.92 (1H, d, J = 15 Hz, =CH), 13.08 (1H, s, OH). 13C NMR (CDCl3, 400 MHz): delta: 31.34, 69.51, 69.71, 70.36, 72.27, 117.15, 119.00, 119.10, 129.79, 136.30, 148.36, 164.03, 193.17. Uv-vis: 528 nm (704.5 cm-1M-1), 340 nm (8400 cm-1M-1). Analysis calculated for C19H16O2Fe: C, 68.70; H, 4.86. Found: C, 68.22; H, 4.76.
The synthetic route of 12093-10-6 has been constantly updated, and we look forward to future research findings.
Reference£º
Article; Trujillo, Alexander; Ocayo, Fernanda; Artigas, Vania; Santos, Juan C.; Jara-Ulloa, Paola; Kahlal, Samia; Saillard, Jean-Yves; Fuentealba, Mauricio; Escobar, Carlos A.; Tetrahedron Letters; vol. 58; 5; (2017); p. 437 – 441;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
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