Category: 1293-65-8

A common heterocyclic compound, the iron-catalyst compound, name is 1,1′-Dibromoferrocene,cas is 1293-65-8, mainly used in chemical industry, its synthesis route is as follows.

To a solution of 103 g (0.3 mol) of 1 ,1 ‘-dibromoferrocene in 300 ml of THF are added dropwise, at a temperature of < -300C, 120 ml (0.3 mol) of n-BuLi (2.5 M in hexane). The mixture is stirred at this temperature for a further 1.5 hour. The mixture is then cooled to -500C, and 66.2 ml (0.3 mol) of dicyclohexylphosphine chloride are added dropwise sufficiently slowly that the temperature does not rise above -45C. After stirring for a further 10 minutes, the temperature is allowed to rise to room temperature and the mixture is stirred for another hour. After 150 ml of water have been added, the reaction mixture is extracted by shaking with hexane. The organic phases are dried over sodium sulphate and the solvent is distilled off under reduced pressure on a rotary evaporator. The residue is crystallized in ethanol. The product A2 is obtained with a yield of 84% (yellow solid).31P NMR (121.5 MHz, C6D6): delta -8.3 (s); 1H NMR (300 MHz, C6D6): delta 4.41 (m, 2H), 4.26 (m, 2H), 4.23 (m, 2H), 3.97 (m, 2H), 1.20-2.11 (m, 22H).

As the rapid development of chemical substances, we look forward to future research findings about 1293-65-8

Reference£º
Patent; SOLVIAS AG; WO2009/65784; (2009); 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

The iron-catalyst compound, cas is 1293-65-8 name is 1,1′-Dibromoferrocene, mainly used in chemical industry, its synthesis route is as follows.

A) Preparation of Intermediates; EXAMPLE A1; Preparation of (Rc,SFc,SP)-1-[2-(1-dimethylaminoethyl)ferrocen-1-yl]phenylphosphino-1′-bromoferrocene of the formula (A1) [Ph=phenyl; Me=methyl]; a) Preparation of 1-phenylchlorophosphino-1′-bromoferrocene (X1); 14.5 ml (23.2 mmol) of n-BuLi (1.6 M in hexane) are added dropwise to a solution of 8 g (23.2 mmol) of 1,1′-dibromoferrocene in 30 ml of THF at a temperature of <-30 C. The mixture is stirred for another 30 minutes at this temperature. It is then cooled to -78 C. and 3.15 ml (23.2 mmol) of phenyldichlorophosphine are added dropwise at such a rate that the temperature does not exceed -60 C. After stirring at -78 C. for a further 10 minutes, the temperature is allowed to rise to room temperature and the mixture is stirred for another one hour. This gives a suspension of the monochlorophosphine X1.; b) Preparation of 1-bromo-1'-lithioferrocene X5; 4 ml (10 mmol) of n-BuLi (2.5 M in hexane) are added dropwise to a solution of 3.43 g (10 mmol) of 1,1'-dibromoferrocene in 10 ml of tetrahydrofuran (THF) at a temperature of <-30 C. The mixture is stirred at this temperature for another 1.5 hours and subsequently cooled to -78 C. This gives a suspension of 1-bromo-1'-lithioferrocene X5.; Reaction mixture b): In a second reaction flask, 4.0 ml (10 mmol) of n-BuLi (2.5 M in hexane) are added dropwise to a solution of 3.43 g (10 mmol) of 1,1'-dibromo-ferrocene in 10 ml of THF which has cooled to -30 C. at such a rate that the temperature does not exceed -30 C. The mixture is subsequently stirred at -30 C. for a further 1.5 hours and the mixture containing the 1-bromo-1'-lithioferrocene is finally cooled to -78 C. As the rapid development of chemical substances, we look forward to future research findings about 1293-65-8 Reference£º
Patent; Chen, Weiping; Spindler, Felix; Nettekoven, Ulrike; Pugin, Benoit; US2010/160660; (2010); 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

The iron-catalyst compound, name is 1,1′-Dibromoferrocene,cas is 1293-65-8, mainly used in chemical industry, its synthesis route is as follows.

At 78 C, 1.6M n-butyllithium in hexane (1.25 mL) was addeddropwise to a solution of 1,10-dibromoferrocene (0.69 g, 2.0 mmol)in 10 mL THF. The reaction mixture was stirred at the same temperaturefor 0.5 h before adding 2,2,6,6-tetramethylpiperidine(0.40 mL, 2.2 mmol) dropwise. The reaction mixture was stirredfor 3 h, keeping the temperature below 40 C. A solution of tetramethylthiuramdisulfide (0.48 g, 2.0 mmol) in 20 mL THF wasadded, and the reaction mixture was slowly warmed to roomtemperature. After adding water (5 mL), the reaction mixture wasextracted with dichloromethane (2 x 40 mL). The collected organiclayers were washed with water (2 x 20 mL) and dried with anhydroussodium sulfate. After removing the solvent under reducedpressure, the crude product was purified by column chromatography(alumina, dichloromethane/hexane 3:7) to afford P1 as ayellow solid (0.33 g, 43%). 1H NMR (400 MHz, CDCl3): delta 3.18 (s,3H,-N-CH3), 3.54 (s, 3H,-N-CH3), 4.28 (s, 5H, Cp-H), 4.39 (q, 1H,Cp-H, J 1.8 Hz), 4.43 (t, 1H, Cp-H, J 2.8 Hz), 4.76 (q, 1H, Cp-H,J 1.4 Hz). IR (ATR/cm-1): nu 2359, 2342, 1622, 1574, 1508, 1443,1242, 1157, 1107, 1045, 978, 930, 827, 772, 685, 615, 542, 494, 473.

As the rapid development of chemical substances, we look forward to future research findings about 1293-65-8

Reference£º
Article; Horikoshi, Ryo; Sumitani, Ryo; Mochida, Tomoyuki; Journal of Organometallic Chemistry; vol. 900; (2019);,
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

1,1′-Dibromoferrocene, cas is 1293-65-8, it is a common heterocyclic compound, the iron-catalyst compound, its synthesis route is as follows.

General procedure: At 78 C, 1.6M n-butyllithium in hexane (1.25 mL) was addeddropwise to a solution of 1,10-dibromoferrocene (0.69 g, 2.0 mmol)in 10 mL THF. The reaction mixture was stirred at the same temperaturefor 0.5 h before adding 2,2,6,6-tetramethylpiperidine(0.40 mL, 2.2 mmol) dropwise. The reaction mixture was stirredfor 3 h, keeping the temperature below 40 C. A solution of tetramethylthiuramdisulfide (0.48 g, 2.0 mmol) in 20 mL THF wasadded, and the reaction mixture was slowly warmed to roomtemperature. After adding water (5 mL), the reaction mixture wasextracted with dichloromethane (2 x 40 mL). The collected organiclayers were washed with water (2 x 20 mL) and dried with anhydroussodium sulfate. After removing the solvent under reducedpressure, the crude product was purified by column chromatography(alumina, dichloromethane/hexane 3:7) to afford P1 as ayellow solid (0.33 g, 43%).

With the rapid development of chemical substances, we look forward to future research findings about 1293-65-8

Reference£º
Article; Horikoshi, Ryo; Sumitani, Ryo; Mochida, Tomoyuki; Journal of Organometallic Chemistry; vol. 900; (2019);,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1293-65-8,1,1′-Dibromoferrocene,as a common compound, the synthetic route is as follows.

Under a nitrogen atmosphere,2.0370 g (5.924 mmol) of 1,1′-dibromoferrocene was dissolved in THF (50 ml)Under cooling at -78 C.,4.0 ml (6.516 mmol) of n-butyllithium (1.6 M, n-hexane solution) was added and the mixture was stirred for 20 minutes.ThenN, N-dimethylmethylene ammonium iodide2.2 g (11.848 mmol) was added, then the mixture was allowed to stand at room temperature and stirred for 16 hours.An ammonium chloride aqueous solution (100 ml) and chloroform (150 ml) were added to the reaction solution, and the mixture was separated. The aqueous phase was further extracted twice with 50 ml of chloroform.The obtained organic phase (250 ml) was washed with saturated brine,After drying over sodium sulfate, concentration under reduced pressure gave a crude product. This was purified by silica gel column chromatography to obtain 1.6692 g (5.1835 mmol, yield 87.5%) of 1-bromo-1 ‘- ((dimethylamino) methyl) ferrocene as an intermediate.

1293-65-8 1,1’-Dibromoferrocene 72376387, airon-catalyst compound, is more and more widely used in various.

Reference£º
Patent; Shimane Prefecture; Kyushu Institute of Technology; KNC Laboratories Co., Ltd; Imawaka, Naoto; Matsubayashi, Kazuhiko; Oda, Yukiko; Sakamoto, Rumi; Takenaka, Shigeori; Sato, Shinobu; Tanaka, Koichi; Uno, Takuya; Nobukuni, Hirofumi; (20 pag.)JP2018/203652; (2018); 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1293-65-8,1,1′-Dibromoferrocene,as a common compound, the synthetic route is as follows.

1,10-Dibromoferrocene [23] (1.8 g, 5.2 mmol) was dried for 3 h at2 * 102 mbar. Subsequently it was dissolved in dry tetrahydrofuran(20 ml) and cooled to 78 C, causing a clear orange solution. Nbutyllithiumin n-hexane (3.7 ml, 5.6 mmol, 1.6 M) was addedslowly over 15 min. The resulting suspension was stirred for anadditional 30 min. In a second Schlenk flask, a suspension of NFSI(1.81 g, 5.8 mmol, dried for 3 h in vacuo) in diethylether (20 ml) wasprepared. After 30 min the reaction mixture was transferred intothe NFSI solution via cannula. Directly after the addition the solutionwasquenched with NaBH4 and 50 ml of 0.1MCa(OH)2, and theresulting slurry was diluted with hexane (100 ml). The two phasesystem was stirred for 1 h, the organic phase was separated andwashed three times with water. After evaporation of the solvent invacuo, the resulting brown oil was dissolved again in 50 ml ofhexane and the organic phasewas extracted thrice with 0.2MFeCl3solution and subsequently 3 times with water. The organic phasewas filtered through alumina (Activity III, diameter 2 cm, length25 cm) and dried with MgSO4. After the solvents were evaporatedthe crude product was purified by HPLC (isocratic CH3CN/H2O(70:30); isocratic). The HPLC fractions were extracted with hexane(4 20 ml). The organic phase was dried with MgSO4 and evaporatedin vacuo, leaving the product as a browneorange oil.HPLC: CH3CN/H2O (70:30; isocratic). Browneorange oil (674 mg,2.40 mmol, 46%);1H NMR (CDCl3): delta 4.51 (app. s, 2H, CpH, H2?,5?), 4.33 (app. s, 2H,CpH,H2,5), 4.21 (app. s, 2H, CpH,H3?,4?), 3.88 (app. s, 2H, CpH,H3,4). 13CNMR (CDCl3): delta 135.6 (d, 1JCF 270 Hz, C1), 78.1 (s, C1?), 71.6 (s, C2?,5?),68.6 (s, C3?,4?), 64.0 (d, 3JCF 3.8 Hz, C3,4), 58.7 (d, 2JCF 15.0 Hz, C2,5).19F{1H} NMR (CDCl3): delta 189 (s). IR (ATR): cm-1 3110 (w), 1471 n(CCaromatic,vs); 1242 n(CeF, m),1152 (m), 807 (vs), 657 (m).MS(EI): m/z282 [M], 128 [Cp2]; calcd for C10H8FBrFe 282. Anal. Calcd forC10H8FBrFe: C, 42.45; H, 2.85. Found: C, 42.26; H, 2.86.

As the paragraph descriping shows that 1293-65-8 is playing an increasingly important role.

Reference£º
Article; Bulfield, David; Maschke, Marcus; Lieb, Max; Metzler-Nolte, Nils; Journal of Organometallic Chemistry; vol. 797; (2015); p. 125 – 130;,
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

1293-65-8, 1,1′-Dibromoferrocene is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A) Preparation of Intermediates; EXAMPLE A1; Preparation of (Rc,SFc,SP)-1-[2-(1-dimethylaminoethyl)ferrocen-1-yl]phenylphosphino-1′-bromoferrocene of the formula (A1) [Ph=phenyl; Me=methyl]; a) Preparation of 1-phenylchlorophosphino-1′-bromoferrocene (X1); 14.5 ml (23.2 mmol) of n-BuLi (1.6 M in hexane) are added dropwise to a solution of 8 g (23.2 mmol) of 1,1′-dibromoferrocene in 30 ml of THF at a temperature of <-30 C. The mixture is stirred for another 30 minutes at this temperature. It is then cooled to -78 C. and 3.15 ml (23.2 mmol) of phenyldichlorophosphine are added dropwise at such a rate that the temperature does not exceed -60 C. After stirring at -78 C. for a further 10 minutes, the temperature is allowed to rise to room temperature and the mixture is stirred for another one hour. This gives a suspension of the monochlorophosphine X1.; b) Preparation of 1-bromo-1'-lithioferrocene X5; 4 ml (10 mmol) of n-BuLi (2.5 M in hexane) are added dropwise to a solution of 3.43 g (10 mmol) of 1,1'-dibromoferrocene in 10 ml of tetrahydrofuran (THF) at a temperature of <-30 C. The mixture is stirred at this temperature for another 1.5 hours and subsequently cooled to -78 C. This gives a suspension of 1-bromo-1'-lithioferrocene X5.; Reaction mixture b): In a second reaction flask, 4.0 ml (10 mmol) of n-BuLi (2.5 M in hexane) are added dropwise to a solution of 3.43 g (10 mmol) of 1,1'-dibromo-ferrocene in 10 ml of THF which has cooled to -30 C. at such a rate that the temperature does not exceed -30 C. The mixture is subsequently stirred at -30 C. for a further 1.5 hours and the mixture containing the 1-bromo-1'-lithioferrocene is finally cooled to -78 C. The synthetic route of 1293-65-8 has been constantly updated, and we look forward to future research findings. Reference£º
Patent; Chen, Weiping; Spindler, Felix; Nettekoven, Ulrike; Pugin, Benoit; US2010/160660; (2010); 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

1293-65-8, 1,1′-Dibromoferrocene is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Part ( I)Preparation of 1-bromo-l’ -trimethylsilyl ferroceneTo 1, 1 ‘-dibromoferrocene (1Og, 29.08mmol) in dry THF (200ml) cooled to -780C (dry ice/acetone bath) was added n-butyllithium (11.05ml, 27.63mmol, 0.95eq) and the reaction was stirred under N2 for 30 min. Chlorotrimethylsilane (3.7ml, 29.08mmol, leq) was then added dropwise and the solution was then allowed to warm up to room temperature and further stirred for twelve hours resulting in a red solution.The reaction was then quenched with water, and stirred for a further fifteen minutes. The ethereal layer, containing product was separated and the aqueous layer was further extracted several times with diethyl ether. The combined ether fractions were dried over magnesium sulphate and filtered through celite. The ether solvent was removed by rotary evaporator (resulting in red oil) . The product was purified as the initial red band (petrol) by column chromatography. The resulting red oil was finally dried under vacuum: (7.11g, 73 % yield) .

As the paragraph descriping shows that 1293-65-8 is playing an increasingly important role.

Reference£º
Patent; LUCITE INTERNATIONAL UK LIMITED; WO2008/65448; (2008); 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1293-65-8,1,1′-Dibromoferrocene,as a common compound, the synthetic route is as follows.

Part (I)Preparation of 1-bromo-l’ -triphenylsilyl ferroceneTo 1, l’-dibromoferrocene (10.14g, 29.49mmol) in dry THF (200ml) cooled to -780C (dry ice/acetone bath) was added n-butyllithium(12.56ml, 28.02mmol, 0.95eq) and the reaction was stirred underN2 for 30 min. Chlorotriphenylsilane (8.26g, 28.02mmol, 0.95eq) dissolved in the minimum amount of dry THF was then added dropwise and the solution was then allowed to warm up to room temperature and further stirred for twelve hours resulting in a red solution.The reaction was then quenched with water, and stirred for a further fifteen minutes. The ethereal layer, containing product was separated and the aqueous layer was further extracted several times with diethyl ether. The combined ether fractions were dried over magnesium sulphate and filtered through celite. The ether solvent was removed by rotary evaporator (resulting in red oil) . The product was purified by column chromatography. Starting material was removed with petrol and the product was then obtained with petrol/10% Et2theta as an orange band. The resulting oil was finally dried under vacuum leaving pure product as orange crystals: (11.09g, 72 % yield).

The synthetic route of 1293-65-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LUCITE INTERNATIONAL UK LIMITED; WO2008/65448; (2008); 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

1293-65-8, 1,1′-Dibromoferrocene is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

At 78 C, 1.6M n-butyllithium in hexane (1.25 mL) was addeddropwise to a solution of 1,10-dibromoferrocene (0.69 g, 2.0 mmol)in 10 mL THF. The reaction mixture was stirred at the same temperaturefor 0.5 h before adding 2,2,6,6-tetramethylpiperidine(0.40 mL, 2.2 mmol) dropwise. The reaction mixture was stirredfor 3 h, keeping the temperature below 40 C. A solution of tetramethylthiuramdisulfide (0.48 g, 2.0 mmol) in 20 mL THF wasadded, and the reaction mixture was slowly warmed to roomtemperature. After adding water (5 mL), the reaction mixture wasextracted with dichloromethane (2 x 40 mL). The collected organiclayers were washed with water (2 x 20 mL) and dried with anhydroussodium sulfate. After removing the solvent under reducedpressure, the crude product was purified by column chromatography(alumina, dichloromethane/hexane 3:7) to afford P1 as ayellow solid (0.33 g, 43%). 1H NMR (400 MHz, CDCl3): delta 3.18 (s,3H,-N-CH3), 3.54 (s, 3H,-N-CH3), 4.28 (s, 5H, Cp-H), 4.39 (q, 1H,Cp-H, J 1.8 Hz), 4.43 (t, 1H, Cp-H, J 2.8 Hz), 4.76 (q, 1H, Cp-H,J 1.4 Hz). IR (ATR/cm-1): nu 2359, 2342, 1622, 1574, 1508, 1443,1242, 1157, 1107, 1045, 978, 930, 827, 772, 685, 615, 542, 494, 473.

As the paragraph descriping shows that 1293-65-8 is playing an increasingly important role.

Reference£º
Article; Horikoshi, Ryo; Sumitani, Ryo; Mochida, Tomoyuki; Journal of Organometallic Chemistry; vol. 900; (2019);,
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