1295649-40-9Relevant academic research and scientific papers
Optimization and sustainability assessment of a continuous flow Ru-catalyzed ester hydrogenation for an important precursor of a β2-adrenergic receptor agonist
García-Lacuna, Jorge,Hone, Christopher A.,Kappe, C. Oliver,Leslie, Kevin,Munday, Rachel,O'Kearney-McMullan, Anne,Prieschl, Michael
, p. 5762 - 5770 (2020)
The development of a ruthenium-catalyzed continuous flow ester hydrogenation using hydrogen (H2) gas is reported. The reaction was utilized for the reduction of an important precursor in the synthesis of abediterol, a β2-adrenoceptor agonist that has undergone phase IIa clinical trials for the treatment of asthma and chronic obstructive pulmonary disorder. The reaction was investigated within a batch autoclave by using a design of experiments (DoE) approach to identify important parameter effects. The optimized flow process was successfully operated over 6 h with inline benchtop19F NMR spectroscopy for reaction monitoring. The protocol is shown to be high yielding (98% yield, 3.7 g h?1) with very low catalyst loading (0.065 mol%). The environmental impact of the Ru-catalyzed hydrogenation was assessed and compared to an existing stoichiometric lithium aluminum hydride (LAH) reduction and sodium borohydride (NaBH4) reduction. The process mass intensity (PMI) for the Ru-catalyzed hydrogenation (14) compared favorably to a LAH reduction (52) and NaBH4reduction (133).
CATALYTIC CONVERSION OF CARBON DIOXIDE TO METHANOL
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Page/Page column 17, (2019/10/29)
The present disclosure relates to a new catalytic process for the production of methanol from carbon dioxide, comprising: (1) the conversion of carbon dioxide and hydrogen to formic acid or formate salts; (2) converting the formic acid or formate salts to diformate esters of diols; (3) hydrogenating the diformate esters to methanol and diols. The diols produced from the hydrogenation reaction can be recovered and re-used to prepare the diformate esters.
METHOD FOR PRODUCING RUTHENIUM COMPLEX
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Paragraph 0119-0130, (2018/10/19)
The present invention relates to a method for efficiently producing a ruthenium complex (1A) by reacting a dinuclear ruthenium complex (2A) with a compound (3A) in the presence of a primary alcohol and a base. The ruthenium complex (1A) can also be efficiently produced by treating a dinuclear ruthenium complex (4A) with a primary alcohol and a base. (In the formulas, solid lines, triple lines, broken lines, C, H, N, OP, Ru, X, AH and R1 to R12 have the meanings defined in the specification.)
NOVEL RUTHENIUM COMPLEX AND METHOD FOR PREPARING METHANOL AND DIOL
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Paragraph 0067; 0068; 0069, (2015/09/23)
Provided is a method for preparing methanol and diol from cyclic carbonate, comprising: under a hydrogen atmosphere, in an organic solvent, and with the presence of a ruthenium complex (Ru(L)XYY') and an alkali, conducting a hydrogenation reduction reaction on the cyclic carbonate or polycarbonate to obtaib methanol and diol. Also provided is a ruthenium complex prepared from ruthenium and a tridentate amido diphosphine ligand. Also provided is a deuterated methanol and deuterated diol preparation method by substituting the hydrogen and ruthenium complex with deuterium.
Catalytic hydrogenation of cyclic carbonates: A practical approach from CO2 and epoxides to methanol and diols
Han, Zhaobin,Rong, Liangce,Wu, Jiang,Zhang, Lei,Wang, Zheng,Ding, Kuiling
supporting information, p. 13041 - 13045 (2013/03/13)
As an economical, safe and renewable carbon resource, CO2 turns out to be an attractive C1 building block for making organic chemicals, materials, and carbohydrates.[1] From the viewpoint of synthetic chemistry,[2] the utilization of CO2 as a feedstock for the production of industrial products may be an option for the recycling of carbon.[3] On the other hand, the transformation of chemically stable CO2 represents a grand challenge in exploring new concepts and opportunities for the academic and industrial development of catalytic processes.[4] The catalytic hydrogenation of CO2 to produce liquid fuels such as formic acid (HCO 2H)[5] or methanol[6] is a promising solution to emerging global energy problems. Methanol, in particular, is not only one of the most versatile and popular chemical commodities in the world, with an estimated global demand of around 48 million metric tons in 2010, but is also considered as the key to weaning the world off oil in the future.[6e, f] Although the production of methanol has already been industrialized by the hydrogenation of CO with a copper/zinc-based heterogeneous catalyst at high temperatures (250-300°C) and high pressures (50-100 atm),[6e, 7] the development of a practical catalytic system for the hydrogenation of CO2 into methanol still remains a challenge, as high activation energy barriers have to be overcome for the cleavage of the C=O bonds of CO2, albeit with favorable thermodynamics.[8] Heterogeneous catalysis for the hydrogenation of CO 2 into CH3OH has been extensively investigated, and Cu/Zn-based multi-component catalyst was found to be highly selective with a long life, but under relatively harsh reaction conditions (250 °C, 50 atm).[3b, 6d] Therefore, the production of methanol from CO2 by direct hydrogenation under mild conditions is still a great challenge for both academia and industry.
METHOD FOR PRODUCING ALCOHOL AND/OR AMINE FROM AMIDE COMPOUND
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Paragraph 79-82, (2012/04/10)
Disclosed herein is a method for producing an alcohol and an amine from an amide under an atmosphere of hydrogen with the use of, as a catalyst, a ruthenium complex that is easily prepared, easy to handle, and relatively cheaply obtained. Specifically, the method is a method for producing an alcohol and/or an amine from an amide compound under an atmosphere of hydrogen with the use of, as a catalyst, a ruthenium carbonyl complex represented by the following general formula (1): RuXY(CO)(L) (1) wherein X and Y may be the same or different from each other and each represents an anionic ligand and L represents a tridentate aminodiphosphine ligand containing two phosphino groups and a - NH - group.
NOVEL RUTHENIUM CARBONYL COMPLEX HAVING TRIDENTATE LIGAND, ITS PRODUCTION METHOD AND USE
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Page/Page column 10, (2011/10/12)
The present invention relates to a ruthenium carbonyl complex that is represented by the following Formula (1): [in-line-formulae]RuXY(CO)(L)??(1)[/in-line-formulae](in the Formula (1), X and Y, which may be the same or different from each other, represent an anionic ligand and L represents a tridentate aminodiphosphine ligand which has two phosphino groups and a —NH— group), its production method, and a method for production of alcohols by hydrogenation-reduction of ketones, esters, and lactones using the complex as a catalyst. The ruthenium carbonyl complex of the invention has a high catalytic activity and it can be easily prepared and handled.
