Some tips on 1273-86-5

1273-86-5, 1273-86-5 Ferrocenemethanol 10856885, airon-catalyst compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1273-86-5,Ferrocenemethanol,as a common compound, the synthetic route is as follows.

General procedure: A mixture of aryl alcohol (1 mmol) and [FemDMMerA]Y (100 mg) in solvent(5 mL) was refluxed in oil bath. After completion of the reaction as monitored byTLC, the reaction mixture was filtered to remove insoluble SILP catalyst.Evaporation of solvent in vacuuo followed by column chromatography over silicagel using petroleum ether/ethyl acetate (95:5 v/v) afforded pure aldehydes.

1273-86-5, 1273-86-5 Ferrocenemethanol 10856885, airon-catalyst compound, is more and more widely used in various fields.

Reference£º
Article; Kurane, Rajanikant; Bansode, Prakash; Khanapure, Sharanabasappa; Salunkhe, Rajashri; Rashinkar, Gajanan; Research on Chemical Intermediates; vol. 42; 12; (2016); p. 7807 – 7821;,
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 Ferrocenemethanol

With the synthetic route has been constantly updated, we look forward to future research findings about Ferrocenemethanol,belong iron-catalyst compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO308,mainly used in chemical industry, its synthesis route is as follows.,1273-86-5

Under a nitrogen atmosphere, 4-aminobenzenesulfonamide (172 mg, 1 mmol)[Cp * IrCl2] 2 (8 mg, 0.01 mmol, 1 mol%),Cesium carbonate (65 mg, 0.2 mmol),Ferrocene methanol (259 mg, 1.2 mmol)Tert-amyl alcohol (1.0 mL) was added sequentially to a 25 mL Schlenk reaction flask.The mixture was allowed to react at 120 C for 12 hours,Cooled to room temperature,The solvent was removed under vacuum.And then passed through a column chromatography (developing solvent: ethyl acetate / n-hexane)To pure target compound, yield: 80%.

With the synthetic route has been constantly updated, we look forward to future research findings about Ferrocenemethanol,belong iron-catalyst compound

Reference£º
Patent; NANJING UNIVERSITY OF SCIENCE AND TECHNOLOGY; LI, FENG; LU, LEI; MA, JUAN; (16 pag.)CN106146358; (2016); A;,
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 1273-86-5

1273-86-5 Ferrocenemethanol 10856885, airon-catalyst compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1273-86-5,Ferrocenemethanol,as a common compound, the synthetic route is as follows.

General procedure: ferrocenemethanol was added to the substrates 1a-l in a round bottom flask and the mixture was heated under stirring at 50-90C (as reported in Table 1), the reaction was monitored by TLC and capillary electrophoresis, after completion of reaction. The reaction mixture was flash chromatographed by silica gel column to give the pure compounds 3a-l as reported in Table 1. Typical eluent: hexane/ethyl acetate= 7/3., 1273-86-5

1273-86-5 Ferrocenemethanol 10856885, airon-catalyst compound, is more and more widely used in various fields.

Reference£º
Article; Shisodia, Suresh Udhavrao; Auricchio, Sergio; Citterio, Attilio; Grassi, Marco; Sebastiano, Roberto; Tetrahedron Letters; vol. 55; 4; (2015); p. 869 – 872;,
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 Ferrocenemethanol

With the complex challenges of chemical substances, we look forward to future research findings about 1273-86-5,belong iron-catalyst compound

As a common heterocyclic compound, it belongs to iron-catalyst compound, name is Ferrocenemethanol, and cas is 1273-86-5, its synthesis route is as follows.,1273-86-5

General procedure: A mixture of aryl alcohol (1 mmol) and [FemDMMerA]Y (100 mg) in solvent(5 mL) was refluxed in oil bath. After completion of the reaction as monitored byTLC, the reaction mixture was filtered to remove insoluble SILP catalyst.Evaporation of solvent in vacuuo followed by column chromatography over silicagel using petroleum ether/ethyl acetate (95:5 v/v) afforded pure aldehydes.

With the complex challenges of chemical substances, we look forward to future research findings about 1273-86-5,belong iron-catalyst compound

Reference£º
Article; Kurane, Rajanikant; Bansode, Prakash; Khanapure, Sharanabasappa; Salunkhe, Rajashri; Rashinkar, Gajanan; Research on Chemical Intermediates; vol. 42; 12; (2016); p. 7807 – 7821;,
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

 

The important role of 1273-86-5

With the complex challenges of chemical substances, we look forward to future research findings about Ferrocenemethanol

Name is Ferrocenemethanol, as a common heterocyclic compound, it belongs to iron-catalyst compound, and cas is 1273-86-5, its synthesis route is as follows.,1273-86-5

General procedure: To a solution of ferrocenyl alcohol 1 or 2 (2.0 mmol) and 3-amino-o-carborane hydrochloride (2.0 mmol) in dry MeNO2 (5mL) CAN (87 mg, 0.16 mmol, 0.8 mol%) was added. The resultingmixture was stirred at room temperature until TLC analysisrevealed complete disappearance of starting alcohol 1 or 2 (usually3-4 h). Then EtOAc (10 mL) was added to a reaction mixture andresulting solution was washed repeatedly with water, dried withanhydrous Na2SO4, filtered and the solvents were evaporated invacuo. The remained product was treated with CH2Cl2 (50 ml),passed through a silica gel layer (2.0 cm) on the filter to give correspondingproducts 15, 17 after the evaporation of volatiles atreduced pressure.

With the complex challenges of chemical substances, we look forward to future research findings about Ferrocenemethanol

Reference£º
Article; Ol’shevskaya, Valentina A.; Makarenkov, Anton V.; Borisov, Yury A.; Ananyev, Ivan V.; Kononova, Elena G.; Kalinin, Valery N.; Ponomaryov, Andrey B.; Polyhedron; vol. 141; (2018); p. 181 – 190;,
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 1273-86-5

With the synthetic route has been constantly updated, we look forward to future research findings about Ferrocenemethanol,belong iron-catalyst compound

As a common heterocyclic compound, it belong iron-catalyst compound,Ferrocenemethanol,1273-86-5,Molecular formula: C11H3FeO,mainly used in chemical industry, its synthesis route is as follows.,1273-86-5

General procedure: ferrocenemethanol was added to the substrates 1a-l in a round bottom flask and the mixture was heated under stirring at 50-90C (as reported in Table 1), the reaction was monitored by TLC and capillary electrophoresis, after completion of reaction. The reaction mixture was flash chromatographed by silica gel column to give the pure compounds 3a-l as reported in Table 1. Typical eluent: hexane/ethyl acetate= 7/3.

With the synthetic route has been constantly updated, we look forward to future research findings about Ferrocenemethanol,belong iron-catalyst compound

Reference£º
Article; Shisodia, Suresh Udhavrao; Auricchio, Sergio; Citterio, Attilio; Grassi, Marco; Sebastiano, Roberto; Tetrahedron Letters; vol. 55; 4; (2015); p. 869 – 872;,
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 Ferrocenemethanol

With the complex challenges of chemical substances, we look forward to future research findings about Ferrocenemethanol,belong iron-catalyst compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO147,mainly used in chemical industry, its synthesis route is as follows.,1273-86-5

In a Schlenk tube, 1.00 g (4.63 mmol) of ferrocenyl methanol and 0.47 mL(4.7 mmol) of 2,4 pentanedione were dissolved in 8 mL of acetonitrile at room temperature (rt). After 5 min of stirring, 0.125 g (0.23 mmol) of cerium(IV)ammonium nitrate (5% molar) were added. The reaction mixture was stirred for 30 min at rt and then evaporated under reduced pressure. The solid residue was mixed with 5 mL of water and extracted with 10 mL of dichloromethane.The organic phase was dried over MgSO4, filtered off and evaporated under reduced pressure to afford 1.25 g (4.29 mmol, 90% yield) of 1 as an orange oil.

With the complex challenges of chemical substances, we look forward to future research findings about Ferrocenemethanol,belong iron-catalyst compound

Reference£º
Article; Ahumada, Guillermo; Roisnel, Thierry; Hamon, Jean-Rene; Carrillo, David; Manzur, Carolina; Journal of the Chilean Chemical Society; vol. 58; 4; (2013); p. 1963 – 1966;,
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

 

The important role of 1273-86-5

With the complex challenges of chemical substances, we look forward to future research findings about Ferrocenemethanol

Name is Ferrocenemethanol, as a common heterocyclic compound, it belongs to iron-catalyst compound, and cas is 1273-86-5, its synthesis route is as follows.,1273-86-5

General procedure: Method A (Table 1, entries 4, 5). A mixture of alcohol1a,b (30 mmol) and KPO0.5O2P (0.20 g, 3 mmol) in DMSO(50 mL) was placed into a 0.3-L Parr-reactor. The latter was fed withacetylene and then decompressed to atmospheric pressure toremove air. The autoclave was fed with acetylene again (initialpressure at ambient temperature was 13 atm) and heated (70 C)upon stirring for 0.75 or 1 h. The reaction mixture, after cooling toroom temperature, was diluted with an aqueous 1% solution ofNH4Cl (50 mL). The aqueous layer was extracted with diethyl ether(20 mL6), the extracts were washed with water (15 mL3) anddried (Na2SO4). Column chromatography (basic Al2O3, eluent hexane/diethyl ether with gradient from 1:0 to 1:1) of the crude residueafter removal of the solvent gave the pure adducts 2a,b andunreacted alcohols 1a,b.

With the complex challenges of chemical substances, we look forward to future research findings about Ferrocenemethanol

Reference£º
Article; Trofimov, Boris A.; Oparina, Ludmila A.; Tarasova, Olga A.; Artem’ev, Alexander V.; Kobychev, Vladimir B.; Gatilov, Yuriy V.; Albanov, Alexander I.; Gusarova, Nina K.; Tetrahedron; vol. 70; 35; (2014); p. 5954 – 5960;,
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 1273-86-5

With the synthetic route has been constantly updated, we look forward to future research findings about Ferrocenemethanol,belong iron-catalyst compound

As a common heterocyclic compound, it belong iron-catalyst compound,Ferrocenemethanol,1273-86-5,Molecular formula: C11H3FeO,mainly used in chemical industry, its synthesis route is as follows.,1273-86-5

To a solution of ferrocenylmethanol (1.62 g, 7.5 mmol) in dry THF (15mL), NaH (0.45 g) were added slowly at 0 C. After stirring for 0.5 h,1-bromo-4-(bromomethyl)benzene (1.88 g, 7.5 mmol) in THF (10 mL) wasadded dropwise and the reaction mixture was stirred overnight at 60 C. Thereaction mixture was quenched with saturated aq. NH4Cl (50 mL) at 0 C andextracted with CH2Cl2. The organic extracts were washed with brine, dried overanhydrous Na2SO4 and concentrated under reduced pressure. The residue waspurified by column chromatography to afford a yellow solid (2.25 g, 78%). 1HNMR (CDCl3, 400 Hz, delta/ppm) 7.47 (dt, J1 = 8.4 Hz, J2 = 2 Hz, 2H,), 7.21 (d, J= 8.4 Hz, 2H), 4.45 (s, 2H), 4.32 (s, 2H), 4.24 (t, J = 1.6 Hz, 2H), 4.17 (t, J =1.6 Hz, 2H), 4.12 (s, 5H); 13C NMR (CDCl3, 100 Hz, delta/ppm) 137.6, 131.4,129.3, 121.3, 83.1, 70.8, 69.4, 68.6, 68.5, 68.4.

With the synthetic route has been constantly updated, we look forward to future research findings about Ferrocenemethanol,belong iron-catalyst compound

Reference£º
Article; Meng, Zhengong; Wei, Zhuoxun; Fu, Kuo; Lv, Lei; Yu, Zhen-Qiang; Wong, Wai-Yeung; Journal of Organometallic Chemistry; vol. 892; (2019); p. 83 – 88;,
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 Ferrocenemethanol

With the synthetic route has been constantly updated, we look forward to future research findings about Ferrocenemethanol,belong iron-catalyst compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO306,mainly used in chemical industry, its synthesis route is as follows.,1273-86-5

Cyanuric chloride (TCT)(0.184g, 1mmol) was added intoa 50mL one-necked round-bottom flask with 10mL dry THF.The mixture was stirred in a cold bath and ferrocenemethanol(0.864g, 4mmol) in 10mL dry THF was slowly added tothe reaction system using a syringe. The mixture was stirred in the cold bath for 30min. Subsequently, DMAP (0.366g,3mmol) in 10mL dry THF was also slowly added to the reactionsystem using a syringe. The mixture was stirred in thecold bath for an additional 30min. Then, the temperature naturally rose to room temperature and was stirred for 8h.This time, the reaction system was refluxed. After the completion of the reaction indicated by simple TLC analysis, the solvent was evaporated under the reduced pressure, and theresidual was directly purified by column chromatography(EtOAc/Petroleum ether: 5:12:1) to obtain the target compound 1. 0.506g, light yellow solid, yield, 70%, Mp.:199-201 oC, 1H NMR(400MHz, CDCl3) (ppm): 4.73(s, 6H,32H of C5H4), 4.38(s, 6H, 32H of C5H4), 4.15(s, 15H,3C5H5), 4.10(s, 6H, 3CH2); 13C NMR(100MHz, CDCl3) (ppm): 148.7(3C=N), 81.5(6C), 70.4(6C), 68.7(15C),68.5(3C), 42.1(3CH2); ESI-MS(m/e, 100%) 746([M+23]+,100); Anal.calcd. for C36H33N3O3Fe3: N, 5.81; C, 59.75; H,4.56; Found: N, 5.75; C, 59.57 ; H, 4.64

With the synthetic route has been constantly updated, we look forward to future research findings about Ferrocenemethanol,belong iron-catalyst compound

Reference£º
Article; Yong, Jianping; Wu, Xiaoyuan; Liao, Jianzhen; Lu, Canzhong; Liu, Xiaolong; Medicinal Chemistry; vol. 12; 5; (2016); p. 426 – 431;,
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