Introduction of a new synthetic route about 12093-10-6

With the rapid development of chemical substances, we look forward to future research findings about 12093-10-6

Ferrocenecarboxaldehyde, cas is 12093-10-6, it is a common heterocyclic compound, the iron-catalyst compound, its synthesis route is as follows.

General procedure: The ferrocenecarboxaldehyde (2.0mmol) and the acetyl pyridine or amino acetophenone derivatives (2.0mmol) were added to a round bottom flask at rt. Then, a freshly prepared NaOH solution (0.5mmol in 1.0 mL each of H2O and EtOH) was added dropwise and left stirring at rt. When completed, the resulting product was filtered at reduced pressure, washing with cold water. The crude product was then recrystallized as described. Compound 2a: 3-ferrocenyl-1-(2-pyridinyl) prop-2-en-1-one was obtained as dark violet crystals after recrystallization using acetone:H2O mixture. Yield: 0.41g (64%) of pure product. 1H NMR (500MHz, CDCl3): delta=8.73 (s, 1H), 8.18 (d, J=7Hz, 1H), 7.89 (s, 1H), 7.86 (d, J=4Hz, 2H), 7.46 (s, 1H), 4.67 (s, 2H), 4.49 (s, 2H), 4.18 (s, 5H). 13C NMR (125MHz, CDCl3): delta=188.5, 154.7, 148.8, 147.2, 137.0, 126.5, 122.9, 117.8, 79.5, 71.5, 69.9, 69.5. FT-IR (neat) numax (cm-1): 1659 (m), 1591 (m), 1574 (w), 1462 (w), 1396 (m).

With the rapid development of chemical substances, we look forward to future research findings about 12093-10-6

Reference£º
Article; Delgado-Rivera, Sara M.; Perez-Ortiz, Giovanny E.; Molina-Villarino, Andres; Morales-Fontan, Fabiel; Garcia-Santos, Lyannis M.; Gonzalez-Albo, Alma M.; Guadalupe, Ana R.; Montes-Gonzalez, Ingrid; Inorganica Chimica Acta; vol. 468; (2017); p. 245 – 251;,
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

 

New learning discoveries about 12093-10-6

As the paragraph descriping shows that 12093-10-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.12093-10-6,Ferrocenecarboxaldehyde,as a common compound, the synthetic route is as follows.

General procedure: A 100mL dry, nitrogen purged round bottom flask was charged with the carbonyl compound in dry tetrahydrofuran. Freshly prepared Cp2TiMe2 in toluene was added. The reaction mixture was heated to 80¡ãC for 10h and was monitored by thin layer chromatography. Insoluble precipitate was separated, the solvent evaporated under reduced pressure, and the residue obtained was purified by column chromatography.

As the paragraph descriping shows that 12093-10-6 is playing an increasingly important role.

Reference£º
Article; Singh, Jatinder; Ghosh, Sanjib; Deb, Mayukh; Elias, Anil J.; Journal of Organometallic Chemistry; vol. 818; (2016); p. 85 – 91;,
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

 

New learning discoveries about 12093-10-6

As the paragraph descriping shows that 12093-10-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.12093-10-6,Ferrocenecarboxaldehyde,as a common compound, the synthetic route is as follows.

General procedure: To a suspension of methyltriphenylphosphonium bromide (1equiv.) in dry THF (100 mL), under nitrogen atmosphere at room temperaturewas added potassium tert-butoxide (7.0 equiv.). The solutionwas stirred for 1 h and then a solution of the aldehyde (1 equiv.) indry THF (30 mL) was added slowly. The mixture was stirred at roomtemperature for 12 h andwas evaporated to dryness. The unreacted potassiumtert-butoxide was quenched with saturated NH4Cl solution(10 mL). The reaction mixture was then extracted with CHCl3(200 mL), washed with water (2 ¡Á 200 mL), brine (100 mL) and then dried over anhydrous Na2SO4. Evaporation of the organic layer gave aresidue, which was purified by column chromatography using hexaneas the eluting solvent to give the corresponding vinyl compounds.

As the paragraph descriping shows that 12093-10-6 is playing an increasingly important role.

Reference£º
Article; Ravivarma, Mahalingam; Kumar, Kaliamurthy Ashok; Rajakumar, Perumal; Pandurangan, Arumugam; Journal of Molecular Liquids; vol. 265; (2018); p. 717 – 726;,
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

 

Some tips on 12093-10-6

12093-10-6 Ferrocenecarboxaldehyde 11138449, airon-catalyst compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.12093-10-6,Ferrocenecarboxaldehyde,as a common compound, the synthetic route is as follows.

General procedure: The substituted ketone (3 mmol) and KOH(0.2 g) were dissolved in ethanol (5 mL) in a round bottomedflask and stirred at room temperature (25 C) for 10 min. Anethanolic solution of the substituted aromatic aldehyde (3 mmol,5 mL) was added drop wise and the mixture was stirred at roomtemperature. The progress of the reaction was monitored by TLCon silica gel sheets. The reaction was stopped by neutralizingthe stirred solution with 2 M HCl. In most of the cases the productwas obtained as a dark red precipitate after neutralization. It wasthen removed by filtration, washed with water. In the absence ofa precipitate on neutralization, the solution was extracted withethyl acetate (20 mL ¡Á 3). The organic layer was dried overanhydrous sodium sulphate and removed by evaporation underreduced pressure to give a liquid residue. The latter was passedthrough a column of silica gel (230-400 mesh) and eluted withTHF-hexane (1:4) to yield pure compound. All the synthesizedcompounds were well characterized by spectroscopic methodssuch as IR, NMR, Mass and elemental analysis and their spectralcharacteristics were found to be in good general agreement withthose found in literature30.

12093-10-6 Ferrocenecarboxaldehyde 11138449, airon-catalyst compound, is more and more widely used in various.

Reference£º
Article; Mukhtar, Sayeed; Manasreh, Waleed Atef; Parveen, Humaira; Azam, Amir; Asian Journal of Chemistry; vol. 26; 24; (2014); p. 8407 – 8412;,
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

 

Analyzing the synthesis route of 12093-10-6

The synthetic route of 12093-10-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.12093-10-6,Ferrocenecarboxaldehyde,as a common compound, the synthetic route is as follows.

To a solution of ferrocenecarboxaldehyde (2) (4.28 g, 20 mmol) in acetone (100 mL) was added 2 N aq. NaOH (2 mL). The mixture was stirred at room temperature. After complete reaction (TLC analysis), the mixture was diluted with water and the precipitation was filtered to afford the crude product, which were purified by column chromatography using silica gel. 84% yield; brown solid, mp 125-127 C; 1H NMR (600 MHz, CDCl3): delta 7.42 (d, J = 16.0 Hz, 1H, CH=CH), 6.34 (d, J = 16.0 Hz, 1H, CH=CH), 4.50 (s, 2H, ferrocene-H), 4.44 (s, 2H, ferrocene-H), 4.15 (s, 5H, ferrocene-H), 2.29 (s, 3H, Me-H). MS (ESI): 255.1 (C14H14FeO, [M+H]+). Anal. Calcd for C14H14FeO: C, 66.17; H, 5.55; O, 6.30. Found: C, 66.23; H, 5.49; O, 6.36%.

The synthetic route of 12093-10-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Guo, Ying; Wang, Si-Qi; Ding, Zong-Qing; Zhou, Jia; Ruan, Ban-Feng; Journal of Organometallic Chemistry; vol. 851; (2017); p. 150 – 159;,
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

 

Brief introduction of 12093-10-6

The synthetic route of 12093-10-6 has been constantly updated, and we look forward to future research findings.

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
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

New learning discoveries about 12093-10-6

As the paragraph descriping shows that 12093-10-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.12093-10-6,Ferrocenecarboxaldehyde,as a common compound, the synthetic route is as follows.

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).

As the paragraph descriping shows that 12093-10-6 is playing an increasingly important role.

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
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

Downstream synthetic route of 12093-10-6

As the paragraph descriping shows that 12093-10-6 is playing an increasingly important role.

12093-10-6, Ferrocenecarboxaldehyde is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 2: Synthesis of ferrocenyl chalcones 1 a-f General preparation of ferrocenyl chalcones: Ferrocene carboxaldehyde (1 eq) and the appropriate 2-hydroxyacetophenone (1 eq) were dissolved in absolute ethanol (40 mL) in a 100 mL two necked round bottom flask. After stirring the mixture 10 to 15 min. at room temperature, sodium hydroxide (3 eq) was added, and the solution was stirred overnight. The mixture was poured into water (100 mL) and hydrochloric acid (12 M, 15 mL), extracted with dichloromethane (3 x 50 mL), and washed with water. The organic phase was dried over magnesium sulfate, filtered, and the solvent removed by evaporation. The product was purified by silica gel chromatography, using a mixture of petroleum ether/dichloromethane 4:1 as an eluent, and again using HPLC in acetonitrile/water (90:10). After HPLC purification, the acetonitrile was removed under reduced pressure and the aqueous phase extracted with dichloromethane.

As the paragraph descriping shows that 12093-10-6 is playing an increasingly important role.

Reference£º
Patent; Centre National de la Recherche Scientifique (CNRS); EP2368895; (2011); A1;,
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

 

Analyzing the synthesis route of 12093-10-6

The synthetic route of 12093-10-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.12093-10-6,Ferrocenecarboxaldehyde,as a common compound, the synthetic route is as follows.

(2) Synthesis of ferrocene methanol: ferrocene formaldehyde (10 g, 0.047 muM) dissolved in anhydrous ethyl ether in, and transfer it to the constant pressure in the dropping funnel; in three-neck round bottom flask is added in the tetrahydro (1.8 g, 0 . 047 muM), under the protection of the helium, the ferrocene formaldehyde solution is slowly dripped into stirring in in the tetrahydro solution, then completing after 45 C reflow 2 h, for at the same time thin-layer chromatographic monitoring the reaction; after the reaction, cooling to room temperature, then adding 60 ml ethyl ether, excessive cooling of the tetrahydro adding ethyl acetate and water mixture is removed; separatory funnel for the organic layer is separated out, and washing by water three times (once for each 100 ml water); and organic water-free magnesium sulfate drying 24 h after, for after the Rotavapor distillation under reduced pressure, to obtain yellow powder 7.32 g, yield 97%, melting point 76 – 78 C.

The synthetic route of 12093-10-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shandong Yuangen Petrochemical Co., Ltd.; Qiao Liang; Yuan Junzhou; Song Laigong; He Jingsong; Liu Shanshan; (7 pag.)CN104710482; (2018); B;,
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