Tag: 31886-58-5

As a common heterocyclic compound, it belongs to chiral-nitrogen-ligands compound, name is (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, and cas is 31886-58-5, its synthesis route is as follows.,31886-58-5

(1) Raw material storage tanks 1,4 are respectively methyl tert-butyl ether solution of N,N-dimethyl-(R)-1-[(S)-ferrocenyl]ethylamine (mass fraction 15%) And n-hexane solution of n-butyllithium (2.7M), methyl t-butyl group of N,N-dimethyl-(R)-1-[(S)-ferrocenyl]ethylamine was controlled by a metering pump the flow rate of the ether solution was 50 mL/min, the flow rate of the n-hexane solution of n-butyllithium was 14 mL/min, and the thermostatic module injected into the microchannel reactor was thermostated at 25 C; after constant temperature treatment, the first mixing module of the microchannel reactor was introduced. The reaction was carried out at a reaction temperature of 25 C and a residence time of 10.7 s.(2) reacting the effluent of the first mixing module with diphenylphosphine chloride in a second mixing module, controlling the flow rate of diphenylphosphonium chloride to 7 mL/min by a metering pump, and the reaction temperature is 35 C, and residence time 9.8s.(3) The effluent of the microchannel reactor was acidified to neutral with concentrated hydrochloric acid, extracted with ethyl acetate, dried over anhydrous sodium sulfate and evaporated to give a brown solid N,N-dimethyl-(R)-1- [(S)-2-(diphenylphosphino)ferrocenyl]ethylamine crude,Recrystallization from ethanol gave a pale yellow solid N,N-dimethyl-(R)-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine, N,N-dimethyl The mass ratio of the crude -(R)-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine to ethanol was 1:5; the yield was 82.4%.

With the complex challenges of chemical substances, we look forward to future research findings about 31886-58-5,belong chiral-nitrogen-ligands compound

Reference£º
Patent; Xi’an Modern Chemical Institute; Yang Cuifeng; Chen Tao; Xu Zegang; Mao Mingzhen; Zhang Xiaoguang; Ning Binke; Su Tianduo; Li Bingbo; Wang Yuemei; Wei Tianqi; Zhang Yuanyuan; (7 pag.)CN108456235; (2018); A;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31886-58-5,(R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine,as a common compound, the synthetic route is as follows.,31886-58-5

b) Preparation of L (mixture of diastereomers).At <-100C, 15.5 ml (23.2 mmol) of t-butyllithium (t-Bu-Li) (1.5 M in pentane) are added dropwise to a solution of 5.98 g (23.2 mmol) of (R)-1 -dimethylamino-1 - ferrocenylethane in 40 ml of diethyl ether (DE). After stirring at the same temperature for 10 minutes, the temperature is allowed to rise to room temperature and the mixture is stirred for another 1.5 hours. A solution of the compound X2 is thus obtained, which is added via a cannula to the cooled suspension of the monochlorophosphine X1 at a sufficiently slow rate that the temperature does not exceed -300C. After stirring at -30C for a further 10 minutes, the temperature is allowed to rise to 0C, and the mixture is stirred at this temperature for another 2 hours. The reaction mixture is admixed with 20 ml of water. The organic phase is removed and dried over sodium sulphate, and the solvent is distilled off on a rotary evaporator under reduced pressure. After chromatographic purification (silica gel 60; eluent = heptane/ethyl acetate(EA)/Nethyl3(Net3) 85:10:5), 11.39 g of the desired product are obtained as a mixture of 2 diastereomers. The synthetic route of 31886-58-5 has been constantly updated, and we look forward to future research findings. Reference£º
Patent; SPEEDEL EXPERIMENTA AG; WO2008/113835; (2008); A1;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

31886-58-5, (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine is a chiral-nitrogen-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,31886-58-5

General procedure: 0C, N2,7 mL of tBuLi in n-hexane (1.6 mol/L, 11.2 mmol) was added dropwise with stirringCompound 1 (2.57 g, 10 mmol) in anhydrous ether (20 mL),After the addition, the mixture was naturally warmed to room temperature and stirred for 2 hours. Then cool down to -78C,The redistilled PCl3 (11.46 mmol, 1 mL) was slowly added dropwise, and the mixture was warmed to room temperature.The reaction was overnight. Then cool down to -78C again.A solution of R2MgBr (prepared from 30 mmol of R2Br and 0.8 g, 33.3 mmol of magnesium turnings in tetrahydrofuran) was slowly added dropwise using a constant pressure funnel. After the addition, slowly warm up the reaction overnight.Then 20 mL of saturated NH4Cl solution was added. The oil phase was extracted three times with 20 mL ether.After the oil phase was dried over anhydrous sodium sulfate, it was spin-dried, and the silica gel was subjected to a chromatography to obtain the target compound 2 .

31886-58-5 (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine 16212257, achiral-nitrogen-ligands compound, is more and more widely used in various.

Reference£º
Patent; Kaitelisi (Shenzhen) Technology Co., Ltd.; Zhang Xumu; Liang Zhiqin; (17 pag.)CN107722068; (2018); A;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

As a common heterocyclic compound, it belong chiral-nitrogen-ligands compound,(R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine,31886-58-5,Molecular formula: C14H19FeN,mainly used in chemical industry, its synthesis route is as follows.,31886-58-5

(S)-Ugi-amine 1 (2.57 g, 10 mmol) was dissolved in 25 mL of diethyl ether, and n-butyllithium (8 mL, 2.5 mol/L) was added dropwise to the reaction system under nitrogen protection and ice salt bath cooling. After that, the temperature was slowly raised to room temperature, and the reaction was stirred for 3 hours. To the ice salt bath, chlorobis(3,5-di-t-butylphenyl)phosphine (8.90 g, 20 mmol) was added dropwise thereto, and after the completion of the dropwise addition, the mixture was slowly warmed to room temperature, and the reaction was stirred for 24 hours. The reaction was quenched with saturated sodium bicarbonate solution and extracted with dichloromethane. Dry over anhydrous sodium sulfate, Concentration and column chromatography gave product 7 (3.79 g, 57%).

With the synthetic route has been constantly updated, we look forward to future research findings about (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine,belong chiral-nitrogen-ligands compound

Reference£º
Patent; Zhejiang University of Technology; Zhong Weihui; Ling Fei; Nian Sanfei; (14 pag.)CN108774271; (2018); A;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

As a common heterocyclic compound, it belong chiral-nitrogen-ligands compound,(R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine,31886-58-5,Molecular formula: C14H19FeN,mainly used in chemical industry, its synthesis route is as follows.,31886-58-5

15.4 ml of a cyclohexane solution of s-butyllithium (1.3 M, 22 mmol) are added to a solution of 5.14 g (20 mmol) of (R)-N, N-dimethyl-1 -ferrocenylethylamine [(R)-ugi- amine] in 30 ml of t-butyl methyl ether (TBME) at -78C over a period of 10 minutes. The mixture is then heated to room temperature while stirring and maintained at this temperature for 1.5 hours. It is then cooled back down to -78 0C and 2.71 ml(20 mmol) of dichlorophenylphosphine are added over a period of 10 minutes. After stirring at -78C for 10 minutes, the mixture is allowed to warm slowly to room temperature and is stirred at this temperature for 1.5 hours.

With the synthetic route has been constantly updated, we look forward to future research findings about (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine,belong chiral-nitrogen-ligands compound

Reference£º
Patent; SOLVIAS AG; WO2008/55942; (2008); A1;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

As a common heterocyclic compound, it belong chiral-nitrogen-ligands compound,(R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine,31886-58-5,Molecular formula: C14H19FeN,mainly used in chemical industry, its synthesis route is as follows.,31886-58-5

To a solution of 1.0 g (R)-Ugi amine (3.8 mmol) in dry DCM, 2 cm3 acetic acid anhydride (21 mmol) was added dropwise at room temperature.After 5 h, the reaction mixture was diluted with another portion of DCM (30 cm3) and washed with 5% NaHCO3(4 ¡Á 20 cm3). The collected organic layers were dried over MgSO4 and filtered, and the resulting solution was evaporated under reduced pressure to afford the crude product as an orange crystalline solid (1.04 g, 93%). M.p.: 70-72 C(lit. 70-71 C); 1H NMR (300 MHz, CDCl3):delta = 5.83 (q,J = 6.5 Hz, 1H), 4.29-4.19 (m, 2H), 4.15 (s, 3H), 1.56 (d,J = 6.5 Hz, 3H) ppm.

With the synthetic route has been constantly updated, we look forward to future research findings about (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine,belong chiral-nitrogen-ligands compound

Reference£º
Article; Mravec, Bernard; Plevova, Kristina; ?ebesta, Radovan; Monatshefte fur Chemie; vol. 150; 2; (2019); p. 295 – 302;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

As a common heterocyclic compound, it belongs to chiral-nitrogen-ligands compound, name is (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, and cas is 31886-58-5, its synthesis route is as follows.,31886-58-5

4.0 ml (5.2 mmol) of S-BuLi (1.3 M in cyclohexanone) are added dropwise at -78C with stirring to a solution of 1.29 g (5 mmol) of compound 15 in 5 ml of TBME. The temperature is then allowed to rise to room temperature and the mixture is stirred further for 1.5 h. The resulting suspension is then injected with elevated pressure (argon) through a cannula into a second vessel in which a solution of 0.44 ml (5 mmol) of PCI3 in 10 ml of TBME is stirred at -78C. After the addition, the temperature is allowed to rise to 00C, and the resulting suspension is stirred further for another 1.5 hours. After adding 10 ml of THF, reaction solution 1 comprising compound 16 is obtained.

With the complex challenges of chemical substances, we look forward to future research findings about 31886-58-5,belong chiral-nitrogen-ligands compound

Reference£º
Patent; Solvias AG; WO2007/135179; (2007); A1;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

As a common heterocyclic compound, it belongs to chiral-nitrogen-ligands compound, name is (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, and cas is 31886-58-5, its synthesis route is as follows.,31886-58-5

Weigh I (5.0g, 19.4mmol) in 100mL reaction flask, dissolved with 50.0mL of ether, Sec-butyllithium (44.9 mL, 58.3 mmol, 1.3 M) was added dropwise to the reaction flask under nitrogen atmosphere, Stirred at room temperature for 2h, Weigh diphenylphosphine chloride (4.2mL, 23.3mmol) was added dropwise to the reaction flask, Warmed to reflux, 4h after the reaction is completed, The reaction solution was poured into water to quench, Extraction with ethyl acetate, drying, Ethyl acetate was removed by rotary evaporation, Purification by column chromatography on residue gave 7.5 g of the target compound VIII, Yield: 87.4%, yellow solid. Mass spectral analysis MALDI-TOF-MS m / z: 441 (M +).

With the complex challenges of chemical substances, we look forward to future research findings about 31886-58-5,belong chiral-nitrogen-ligands compound

Reference£º
Patent; Shanghai Maosheng Kanghui Technology Co., Ltd.; Jiang Xuefeng; Ying Yongcheng; Teng Haige; Chen Pei; (20 pag.)CN107286202; (2017); A;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Name is (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, as a common heterocyclic compound, it belongs to chiral-nitrogen-ligands compound, and cas is 31886-58-5, its synthesis route is as follows.,31886-58-5

General procedure: To a solution of (R)-Ugi?s amine 3 (2.57 g, 10 mmol) in TBME (20 mL) was added 1.6 M t-BuLi solution in n-hexane (6.8 mL, 10.88 mmol) at 0 C. After the addition was complete, the mixture was warmed to room temperature, and stirred for 1.5 h at room temperature. The mixture was then cooled to 0 C again, and Ar2PCl (11 mmol) was added in one portion. After stirring for 20 min at 0 C, the mixture was warmed to room temperature, and stirred for 1.5 h at room temperature. The mixture was then quenched by the addition of saturated NaHCO3 solution (20 mL). The organic layer was separated and dried over MgSO4, and the solvent was removed under reduced pressure, after which the filtrate was concentrated. The residue was purified by chromatography to afford 4a, 4e, and 4f.

With the complex challenges of chemical substances, we look forward to future research findings about (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine

Reference£º
Article; Nie, Huifang; Zhou, Gang; Wang, Quanjun; Chen, Weiping; Zhang, Shengyong; Tetrahedron Asymmetry; vol. 24; 24; (2013); p. 1567 – 1571;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Name is (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, as a common heterocyclic compound, it belongs to chiral-nitrogen-ligands compound, and cas is 31886-58-5, its synthesis route is as follows.,31886-58-5

To a degassed solution of (R)-1 (662 mg, 2.57 mmol) in THF (3.2 mL) was added sec-BuLi (1.4 M in cyclohexane, 2 mL, 2.8 mmol) at 0 C. The resulting deep-red solution was stirred for an additional 3 h at the same temperature. To this reaction mixture was added a solution of ZnBr2 (1.3 M in THF, 2.38 mL, 3.09 mmol) at 0 C and stirring was continued at r.t. for 1 h. To a degassed solution of [Pd2dba3]¡¤CHCl3 (266 mg, 0.257 mmol) and tris(2,4-di-tert-butylphenyl)-phosphite (666 mg, 1.029 mmol) in THF (5.5 mL) was added a degassed solution of sulfide (S)- 4 (890 mg, 2.05 mmol) in THF (3 mL). The resulting dark purple solution was stirred for an additional 10 min at r.t. and was subsequently added dropwise to the previously prepared organozinc compound. The reaction mixture was heated to reflux under argon at 75 C for 18 h, and then cooled to r.t., quenched with H2O and extracted with ethyl acetate (3 ¡Á 200 mL). The combined organic layers were washed with brine (3 ¡Á 200 mL) and dried over MgSO4. The mixture was filtered, the solvent was evaporated and the crude product was purified by column chromatography (silica, PE/EE/NEt3 = 20/10/1). The product (R,SFc,RFc)- 5 was obtained as an orange foam (yield: 687 mg, 59%). M.p.: 58-61 C. 1H NMR (400 MHz, CDCl3): delta 1.37 (d, J = 6.8 Hz, 3H, CH3CH), 1.61 (s, 6H, N(CH3)2), 2.20 (s, 3H, Ph-CH3), 3.65 (q, J = 6.8 Hz, 1H, CH3CH), 4.11 (dd, J1 = 2.4 Hz, J2 = 1.4 Hz, 1H, H3), 4.27 (s, 5H, Cp?), 4.30 (dd, J1 = J2 = 2.4 Hz, 1H, H4), 4.35 (s, 5H, Cp?), 4.37 (dd, J1 = J2 = 2.5 Hz, 1H, H4?) 4.44 (dd, J1 = 2.5 Hz, J2 = 1.5 Hz, 1H, H3? 4.59 (dd, J1 = 2.5 Hz, J2 = 1.5 Hz, 1H, H5? 4.64 (dd, J1 = 2.4 Hz, J2 = 1.4 Hz, 1H, H5), 6.88 (d, J = 8.1 Hz, 2H, Ph-meta), 7.02 (d, J = 8.1 Hz, 2H, Ph-ortho). 13C{1H} NMR (100.6 MHz, CDCl3): delta 14.7 (CH3CH), 20.9 (Ph-CH3), 40.3 (2C, N(CH3)2), 55.4 (CH3CH), 66.1 (C4), 66.7 (C3), 67.9 (C4? 69.6 (5C, Cp’), 70.7 (5C, Cp?), 71.7 (C5? 72.4 (C5), 74.1 (C3? 89.8 (C2), 128.9 (2C, Ph-ortho), 129.1 (2C, Ph-meta), 135.1 (2C, Ph-ipso + Ph-para); 3 Cq (C1, C1? C2? were not observed. HR-MS (EI): m/z [M?]+ calcd. 563.1032 for C31H33Fe2NS; found: 563.1050. [alpha]lambda20 (nm): -660 (589), -746 (578), -1180 (546) (c 0.224, CHCl3).

With the complex challenges of chemical substances, we look forward to future research findings about (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine

Reference£º
Article; Gross, Manuela A.; Mereiter, Kurt; Wang, Yaping; Weissensteiner, Walter; Journal of Organometallic Chemistry; vol. 716; (2012); p. 32 – 38;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis