Tag: M.W:300-400

As a common heterocyclic compound, it belong iron-catalyst compound,1,1′-Dibromoferrocene,1293-65-8,Molecular formula: C10Br2Fe,mainly used in chemical industry, its synthesis route is as follows.,1293-65-8

To a solution of 1,1?-dibromo ferrocene (1, 2.58 g, 7.50 mmol, 1.0 equiv) dissolved in tetrahydrofuran (40 mL) a 2.5 M solution of n-butyl lithium in hexane (2.85 mL, 7.13 mmol, 0.95 equiv) was added dropwise at-70 C. After stirring the reaction solution at this temperature for 1 h, chlorodi-2-(5-methyl)furyl phosphine (2c) (1.71 g, 7.50 mmol) was added in a single portion. The reaction mixture was stirred for 1 h at ambient temperature and was then concentrated in oil pump vacuum. The resulting residue was purified by column chromatography on alumina using a mixture of hexane-diethyl ether (ratio 5:1; v/v). After drying in oil pump vacuum the title compound was obtained as a pale yellow solid. Please, note that 3c could not be completely separated from P(Fc)(2-(5-Me)C4H2O)2 formed as by-product and hence was used without additional purification in further reactions. Anal. Calcd. for C20H18BrFeO2P (457.08 g/mol): C, 52.55; H, 3.97. Found: C, 54.22*; H 3.92*. Mp.: 77 C. IR (NaCl, /cm-1): 1019 (s, C-O-C), 1410/1446/1496/1593 (w, C=C), 2920/2951 (w, C-H), 3109 (w, =C-H). 1H NMR (500.30MHz, CDCl3, delta): 2.36 (s, 6H, CH3), 3.99 (pt, 3/4JHH=1.9Hz, 2H, Hbeta/C5H4Br), 4.31 (pt, 3/4JHH=1.9Hz, 2H, Halpha/C5H4Br), 4.38 (dpt, 4JPH=0.6Hz, 3/4JHH=2.0Hz, 2H, Hbeta/C5H4P), 4.47 (dpt, 3JPH=1.8Hz, 3/4JHH=2.0Hz, 2H, Halpha/C5H4P), 5.99 (ddq, 4JPH=1.4Hz, 3JHH=3.1Hz, 4JHH=1.0Hz, 2H, H4/5-MeC4H2O), 6.59 (ddq, 3JPH=1.9Hz, 3JHH=3.1Hz, 5JHH=0.2Hz, 2H, H3/5-MeC4H2O). 13C{1H} NMR (125.81MHz, CDCl3, delta): 14.1 (s, CH3), 68.5 (s, Cbeta/C5H4Br), 71.2 (s, Calpha/C5H4Br), 74.0 (d, 3JCP=5Hz, Cbeta/C5H4P), 75.5 (d, 1JCP=3Hz, Ci/C5H4P), 75.8 (d, 2JCP=18Hz, Calpha/C5H4P), 77.9 (s, Ci/C5H4Br), 107.0 (d, 3JCP=6Hz, C4/5-MeC4H2O), 121.1 (d, 2JCP=22Hz, C3/5-MeC4H2O), 150.2 (d, 1JCP=4Hz, C2/5-MeC4H2O), 156.7 (d, 3JCP=3Hz, C5/5-MeC4H2O). 31P{1H} NMR (202.5MHz, CDCl3, delta):-66.7 (s). *) The sample included 15% 1-di(2-(5-methylfuryl)phosphanyl)ferrocene (4b) which could not be separated from the title compound

With the synthetic route has been constantly updated, we look forward to future research findings about 1,1′-Dibromoferrocene,belong iron-catalyst compound

Reference£º
Article; Schreiner, Claus; Jeschke, Janine; Milde, Bianca; Schaarschmidt, Dieter; Lang, Heinrich; Journal of Organometallic Chemistry; vol. 785; (2015); p. 32 – 43;,
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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO444,mainly used in chemical industry, its synthesis route is as follows.,1293-65-8

1 ,1 ‘-Dibromoferrocene (0.67 g, 1.97 mmol) in anhydrous tetrahydrofuran (THF) (30 ml) was placed in a reaction vessel and cooled to -78 0C using a dry ice and acetone mixture, n-butyl lithium (0.94 ml, 2.36 mmol) was added under inert conditions thereto and the contents of the reaction vessel kept stirred for approximately 1 hour while cold zinc chloride (2.16 ml, 2.16 mmol) was added. Tetrakis(triphenylphosphine)palladiumO (50 mg) and 4-iodophthalonitrile (0.5 g, 1.97 mmol) were then added. The contents of the reaction vessel were allowed to warm to room temperature and were kept stirred for approximately 16 hours. Thereafter, water (20 ml) was added and extracted with dichloromethane (3 x 20 ml). The combined organic layers were dried over magnesium sulfate and reduced to dryness under reduced pressure to obtain a crude product. The crude product was placed on alumina and eluted with diethyl ether ; petroleum spirit (55:45) to yield red crystals.

With the synthetic route has been constantly updated, we look forward to future research findings about 1,1’-Dibromoferrocene,belong iron-catalyst compound

Reference£º
Patent; CORUS UK LIMITED; HOLLIMAN, Peter; RUGEN-HANKEY, Sarah; WO2010/136178; (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

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.,1293-65-8

1,1′-Dibromoferrocene (5.1 g,14.8 mmol) was dissolved in 50 mL of thf and cooled to 100 C. nBuLi (6 mL, 14.8 mmol) was slowly added and the reaction mixture left to stir at this temperature for 45 min. Dry [ZnCl2*2thf] (4.2 g, 15.0 mmol) was added in a single portion and the resulting preparation was kept at 0 C for 30 min. Afterward, 2,5-dibromothiophene (0.83 mL, 6.45 mmol) and [Pd(CH2CMe2PtBu2)(mu-Cl)]2 (0.025 g, 36.4 mmol) were added to the solution. The reaction mixture was heated to 55 C and stirred for 36 h at this temperature. After cooling to ambient temperature, the crude product was adsorbed on alumina and purified by column chromatography on alumina, using an n-hexane/toluene mixture of ratio 4:1 (v:v) as eluent. Yield 1.60 g (43%), dark orange solid. Anal.Calcd. for C24H18Br2Fe2S (609.98): C:47.24%; H:2.98%; Found:C:47.16%; H: 2.99%. Mp: 220 C.

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

Reference£º
Article; Van Der Westhuizen, Belinda; Matthaeus Speck; Korb, Marcus; Bezuidenhout, Daniela I.; Lang, Heinrich; Journal of Organometallic Chemistry; vol. 772; (2014); p. 18 – 26;,
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.

1293-65-8, 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.

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

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

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

Example L:Preparation of (RC,SFC,SP)-1 -[2-(1 -dimethylaminoethyl)ferrocen-1 -yl]phenylphosphino-1 ‘-bromoferrocene of the formula (B1 ) [Ph = phenyl; Me = methyl].N MthetaQ diastereomers One diastereomer a) Preparation of i -phenylchlorophosphine-i ‘-bromoferrocene (X1 ).At a temperature of <-30C, 14.5 ml (23.2 mmol) of n-butyllithium (n-Bu-Li) (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 tetrahydrofuran (THF). The mixture is stirred at this temperature for a further 30 minutes. The mixture is then cooled to -78C, and 3.15 ml (23.2 mmol) of phenyldichlorophosphine are added dropwise at a sufficiently slow rate that the temperature does not rise above -600C. After stirring at -78C for a further 10 minutes, the temperature is allowed to rise to room temperature, and the mixture is stirred for another hour. A suspension of the monochlorophosphine X1 is thus obtained., 1293-65-8

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

Reference£º
Patent; SPEEDEL EXPERIMENTA AG; WO2008/113835; (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.,1293-65-8

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).

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

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

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

1 ,1 ‘-Dibromoferrocene (0.67 g, 1.97 mmol) in anhydrous tetrahydrofuran (THF) (30 ml) was placed in a reaction vessel and cooled to -78 0C using a dry ice and acetone mixture, n-butyl lithium (0.94 ml, 2.36 mmol) was added under inert conditions thereto and the contents of the reaction vessel kept stirred for approximately 1 hour while cold zinc chloride (2.16 ml, 2.16 mmol) was added. Tetrakis(triphenylphosphine)palladiumO (50 mg) and 4-iodophthalonitrile (0.5 g, 1.97 mmol) were then added. The contents of the reaction vessel were allowed to warm to room temperature and were kept stirred for approximately 16 hours. Thereafter, water (20 ml) was added and extracted with dichloromethane (3 x 20 ml). The combined organic layers were dried over magnesium sulfate and reduced to dryness under reduced pressure to obtain a crude product. The crude product was placed on alumina and eluted with diethyl ether ; petroleum spirit (55:45) to yield red crystals.

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

Reference£º
Patent; CORUS UK LIMITED; HOLLIMAN, Peter; RUGEN-HANKEY, Sarah; WO2010/136178; (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

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.

1,10-Dibromoferrocene [23] (300 mg, 0.87 mmol) was dried for3hat 2*102 mbar in a Schlenk flask. Afterwards, itwas dissolved indry diethylether (2 ml) forming a clear yellow solution. In a separateSchlenk flask diethylether (4 ml) was cooled to 78 C and tertbutyllithiumin n-hexane (2.3 ml, 3.66 mmol,1.6M) was added. Thedissolved 1,10dibromoferrocene was added dropwise to the tertbutyllithiumsolution over a period of 5 min. The resulting mixturewas stirred at 78 C for 1 h. In an additional Schlenk flask NFSI(1.15 g, 3.66 mmol), which had been dried for 3 h in vacuo, wasdissolved in tetrahydrofurane (6 ml). The NFSI solutionwas added tothe reaction mixture within 2 min. Directly after the addition thesolution was quenched with NaBH4 and 20 ml 0.1 M Ca(OH)2.Pentane (50 ml)was added and the two-phase systemwas stirred for1 h. The organic phase was separated and washed 3 times withwater. All solvents were carefully removed in vacuo. The crudeproduct was filtered through alumina (Activity III, diameter 2 cm,length 25 cm) with pentane as mobile phase. After evaporation ofthe solvent, the crude product was purified by HPLC (CH3CN/H2O(70:30); isocratic). The HPLC fractions were extracted with pentane(4 20 ml). The organic phase was dried with MgSO4 and carefullyevaporated in vacuo (the product is volatile). The product was obtainedas a yellow solid.HPLC: CH3CN/H2O (70:30; isocratic). Yellow solid (20 mg,0.09 mmol, 10%);1H NMR (CDCl3): delta 4.39 (app. q, JHH, HF 2.2 Hz, 4H, CpH),3.91e3.89 (app. m, 4H, CpH). 13C NMR (CDCl3): delta 135.9 (d,1JCF 269 Hz, C1,10), 62.5 (d, 3JCF 3.8 Hz, C3,30,4,40), 57.5 (d,2JCF 15.1 Hz, C2,20,5,50). 19F{1H} NMR (CDCl3): delta 189 (s). IR (solid): cm1 3108 (w), 1463 n(C-Caromatic, vs); 1242 n(CeF, m), 1020 (m),803 (vs), 634 (m). MS (EI): m/z 222 [M], 139 [M CpF], 128[Cp2]; calcd for C10H8F2Fe 222.Anal. Calcd for C10H8F2Fe: C, 54.10;H, 3.63. Found: C, 53.33; H, 3.70., 1293-65-8

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

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