- Readily Reconfigurable Continuous-Stirred Tank Photochemical Reactor Platform
-
A new modular photochemical continuous stirred-tank reactor (CSTR) design is described, based upon the development of light-source units that can be fitted to the previously described fReactor CSTR platform. In addition to use in homogeneous photochemical reactions (e.g., photoredox-catalyzed hydroamination), these units are especially well suited to handling multiphasic mixtures, exemplified here in solid-liquid (Wohl-Ziegler bromination) and gas-liquid (photocatalytic oxidative decarboxylation) reactions. The use of slurries as input feeds allows for the intensification of photochemical brominations, while the modular nature of the system facilitates the simple integration of downstream reaction steps, exemplified here in a continuous synthesis of an intermediate for the antihypertensive drug valsartan.
- Blacker, A. John,Francis, Daniel,Kapur, Nikil,Marsden, Stephen P.
-
supporting information
(2022/01/12)
-
- PROCESS FOR THE SEPARATION OF 4-BROMOMETHYL-2'-SUBSTITUTED BIPHENYLS FROM 4,4,-DIBROMOMETHYL-2'-SUBSTITUTED BIPHENYLS
-
Disclosed herein is process for the separation of 4-bromomethyl-2'-substituted biphenyls of Formula (II) from 4,4-dibromomethyl-2'-substituted biphenyls of Formula (III) and 4-methyl-2'-substituted biphenyl of Formula (I) by stirring a crude reaction mixture comprising compounds of Formula (I), (II) and (III) in suitable organic solvents at a temperature above 50°C; and gradually cooling the reaction mixture below 20°C to obtain pure crystals of Formula (II) with purity of more than 97%.
- -
-
Page/Page column 8
(2008/12/06)
-
- Synthesis of valsartan via decarboxylative biaryl coupling
-
(Chemical Equation Presented) An efficient synthesis of the angiotensin II inhibitor valsartan (Diovan) is presented. Two routes were evaluated, both making use of an advanced version of our decarboxylative coupling for the construction of the biaryl moiety. Thus, in the presence of a catalyst system consisting of copper(II) oxide, 1,10-phenanthroline, and palladium(II) bromide, 2-cyanocarboxylic acid was coupled with 1-bromo(4-dimethoxymethyl)benzene in 80% yield and with 4-bromotoluene in 71% yield. The valsartan synthesis using 1-bromo(4-dimethoxymethyl)benzene was completed in four steps overall with a total yield of 39%, via a novel route that presents substantial economical and ecological advantages over the literature process, as it is more concise and stoichiometric amounts of expensive organometallic reagents are avoided.
- Goossen, Lukas J.,Melzer, Bettina
-
p. 7473 - 7476
(2008/02/12)
-
- Method for preparing irbesartan and intermediates thereof
-
A method for preparing irbesartan and intermediates thereof. Irbesartan has the structure of formula I,
- -
-
Page/Page column 3-4
(2008/06/13)
-
- A process for producing an aralkyl compound, a dehalogenation method of an aralkyl halide compound and a method for recovering an aralkyl compound
-
The present invention provides a process for producing an aralkyl compound which comprises catalytically hydrogenating an aralkyl halide compound in a two-layer solvent system comprising water and water-insoluble organic solvent, a dehalogenation method of aralkyl halide compounds by subjecting to catalytic reduction in a two-layer solvent system comprising water and a water-insoluble organic solvent, and a method for recovering aralkyl compound from waste occurred in production of aralkyl halide compound by halogenation of aralkyl compound using the dehalogenation method.
- -
-
Page/Page column 5
(2008/06/13)
-
- PROCESS FOR PRODUCING 2' -(1H-TETRAZOL-5-YL)-BIPHENYL-4-CARBALDEHYDE
-
The present invention provides a process for producing 2'-(1H-tetrazol-5-yl)biphenyl-4-carbaldehyde which comprises reacting 2'-cyanobiphenyl-4-carbaldehyde with a salt of azide; a process for producing a highly pure crystal of 2'-(1H-tetrazol-5-yl)biphenyl-4-carbaldehyde which comprises reacting 2'-cyanobiphenyl-4-carbaldehyde with a salt of azide, obtaining a crystal of 2'-(1H-tetrazol-5-yl)biphenyl-4-carbaldehyde, dissolving said crystal obtained and recrystallizing a highly pure crystal in tetrahydrofuran; and the like. According to the present process, 2'-(1H-tetrazol-5-yl)biphenyl-4-carbaldehyde which is useful as a synthetic intermediate of medicines can be produced in a short process at high yield and high purity.
- -
-
Page/Page column 9
(2008/06/13)
-
- 2'-(1H-TETRAZOL-5-YL)BIPHENYL-4-CARBALDEHYDE CRYSTAL AND ITS MANUFACTURING METHOD
-
PROBLEM TO BE SOLVED: To provide a method for industrially manufacturing 2'-(1H-tetrazol-5-yl)biphenyl-4-carbaldehyde crystal of high purity with a high yield in a short step using an inexpensive reagent. SOLUTION: The manufacturing method of 2'-(1H-tetrazol-5-yl)biphenyl-4-carbaldehyde crystal of high purity comprises a step for reacting 2'-cyanobiphenyl-4-carbaldehyde with an azide salt and a step for crystallizing the crude 2'-(1H-tetrazol-5-yl)biphenyl-4-carbaldehyde crystal obtained by the above step from tetrahydrofuran.
- -
-
Page/Page column 12
(2008/06/13)
-
- CRYSTAL AND PROCESS FOR PRODUCING THE SAME
-
A process for producing crystals of 2-ethoxy-1-[[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-benzimdazole-7-carboxylic acid (compound (I)), characterized by dissolving or suspending the compound (I) or a salt thereof in a solvent comprising an aprotic polar solvent and crystallizing it. By the process, the contaminants which are contained in the compound (I) or its salt and are difficult to remove, such as tin compounds, analogues of the compound (I), and a residual organic solvent, can be easily removed. Crystals of the compound (I) can be efficiently and easily mass-produced in high yield on an industrial scale.
- -
-
Page 16; 17-18
(2010/02/06)
-