Category: 58313-23-8

Electric Literature of 58313-23-8, A common heterocyclic compound, 58313-23-8, name is Ethyl-3-iodobenzoate, molecular formula is C9H9IO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of ethyl 3-iodobenzoate (13.16 g, 47.70 mmol) in THF at -30 to -40 0C isopropylmagnesium chloride (23.8 mL of a 2M solution, 47.70 mmol) was added dropwise. The resulting mixture was stirred for one hour before 5- chloro-2-methylbenzaldehyde (7.0 g, 45.3 mmol) was added. The reaction mixture was stirred at -30 0C for 30 min, then warmed to room temperature and stirred for an additional 10 min. Aqueous NH4Cl and EtOAc were added and the layers separated. The organic layer was then washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The crude material was purified using silica gel chromatography to afford 10.2 g of ethyl 3-[(5-chloro-2- methylphenyl)(hydroxy)methyl]benzoate (70% yield).

The synthetic route of 58313-23-8 has been constantly updated, and we look forward to future research findings.

58313-23-8, name is Ethyl-3-iodobenzoate, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: Ethyl-3-iodobenzoate

Synthesis of 3-[2-Oxo-3-(l-phenyl-ethylidene)-2,3-dihydro-indol-l-yl]-benzoic acid ethyl ester; A Schlenk tube was charged with Cul (9.6 mg, 0.050 mmol, 5.0 mol %), 3-(l-Phenyl- ethylidene)-l,3-dihydro-indol-2-one (352.7 mg, 1.5 mmol), and K2C03 (276 mg, 2.0mmol), evacuated, and backfilled with argon. N, TV-Dimethylethylenediamine (11 uL, 0.10 mmol, 10 mol %), ethyl 3-iodobenzoate (278.8 mg, 1.01 mmol), and acetonitrile (1.5 ml) were added under argon. The Schlenk tube was sealed with a Teflon valve and the reaction mixture was stirred at 80 C for 23 h. HPLC monitor the reaction finished. Remove the solvent under reduced pressure. The residue was separated by flash chromatography column(gradient elution, 5-10% ethyl acetate in petroleum ether) to give 3-[2-Oxo-3-(l- phenyl-ethylidene)-2, 3 -dihydro-indol-l-yl] -benzoic acid ethyl ester as yellow powder (344 mg, 90%). 1H NMR (400 MHz, CDC13) 5ppm 1.42 (t, j=7.20 Hz, 3 H) 2.87 (s, 3 H) 4.42 (q, J=7.07 Hz, 2H) 6.25 (d, J=7.58 Hz, 1 H) 6.68 – 6.78 (m, 2 H) 7.09 (t, j=7.71 Hz, 1 H) 7.34 – 7.40 (m, 2 H) 7.47 – 7.58 (m, 3H) 7.62 – 7.72 (m, 2 H) 8.11 – 8.19 (m, 2 H) . MS calcd. for C25H2iN03 383, obsd. (ESf) [(M+H)+] 383.9.

The synthetic route of 58313-23-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; NAN, Fajun; YU, Lifang; ZHANG, Mei; CHEN, Li; HUANG, Mengwei; FENG, Lichun; LI, Jia; PANG, Tao; WO2011/32320; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 58313-23-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 58313-23-8, name is Ethyl-3-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a dried sealed vessel was added 1,2,3,4-tetrahydroisoquinoline (5 mL, 40 mmol), anhydrous K2CO3 (8.34 g,60 mmol), CuI (0.8 g, 4 mmol), L-Proline (0.92 g, 8 mmol), ethyl 6-bromopicolinate (4.32 g, 20 mmol), and DMSO (25 mL). Then themixture was stirred at 80 C for 16 h under N2 environment. Aftercooling to room temperature, water (100 mL) was added andextracted with EtOAc. Then, the combined organic layer was driedover MgSO4, filtered, and concentrated. The residue was purified bysilica gel flash chromatography (hexane/EtOAc = 5/1) to providecompound 14 as a white oil (3.94 g, 70%).

The synthetic route of Ethyl-3-iodobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fang, Yuying; Zhou, Huihao; Gu, Qiong; Xu, Jun; European Journal of Medicinal Chemistry; vol. 167; (2019); p. 133 – 145;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 58313-23-8, name is Ethyl-3-iodobenzoate, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 58313-23-8, Safety of Ethyl-3-iodobenzoate

General procedure: DIPEA (6 equiv) was added to a solution of propargylamine 7 (1 equiv) and the methyliodo-benzoate derivative (1.6 equiv) in THF (THF/DIPEA = 3:1). The reaction mixture wasdegassed by freeze pump thaw method, until no more gas atmosphere could be detected bythe manometer. The catalysts, Cl2Pd(PPh3)2 (2 mol %) and CuI (1 mol %) were added to thefrozen reaction mixture and the solution slowly warmed to room temperature. After 30-120 min, a colourless precipitate formed in the clear solution, indicating the progress of thereaction. At least 2-8 h later, the suspension was diluted with a saturated aqueous NH4Clsolution and KHSO4 (aq, 5 %) was added, until the organic layer started to turn faintly red(pH 5-6). The emulsion was diluted with Et2O, the organic layer separated and the organiclayer extracted to more times with Et2O. The combined organic layers were dried overNa2SO4 and the solvent was evaporated in vacuum. The crude product was purified bycolumn chromatography. Typical reactions were carried out on a scale of 0.1-0.5 g ofpropargylamine 7. Similar reactions have already been described by Hashmi [20], Ishida [21]and Wong et al. [22].

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl-3-iodobenzoate, and friends who are interested can also refer to it.

Reference:
Article; Wuensch, Matthias; Schroeder, David; Froehr, Tanja; Teichmann, Lisa; Hedwig, Sebastian; Janson, Nils; Belu, Clara; Simon, Jasmin; Heidemeyer, Shari; Holtkamp, Philipp; Rudlof, Jens; Klemme, Lennard; Hinzmann, Alessa; Neumann, Beate; Stammler, Hans-Georg; Sewald, Norbert; Beilstein Journal of Organic Chemistry; vol. 13; (2017); p. 2428 – 2441;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 58313-23-8 as follows. Recommanded Product: 58313-23-8

B. 3-iodobenzohydrazideIn a schlenck tube, a mixture of ethyl 3-iodobenzoate (1.8Og, 6.52mmol) and hidrazine hydrate (3.18ml, 65.2mmol) in ethanol (25ml) was heated at 8O0C overnight. The solvent was evaporated and the crude redissolved in DCM and washed with water and brine. The organic layer was dried, filtered and concentrated under vacuum to give the title compound as a white solid (88% yield).ESI/MS (m/e, %): 263 [(M+1)+, 100]

According to the analysis of related databases, 58313-23-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LABORATORIOS ALMIRALL, S.A.; WO2009/21696; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 58313-23-8,Some common heterocyclic compound, 58313-23-8, name is Ethyl-3-iodobenzoate, molecular formula is C9H9IO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: The synthesis of the intermediate 13 was carried out by 3-p-benzoic acid ethyl ester (2.76 g, 10 mmol) and Intermediate 5 (2.45 g, 15 mmol) by the above method, and purified by column chromatography ( petroleum ether: ethyl acetate = 20:3) Obtained white oil intermediate 13 (2.17 g, 70%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl-3-iodobenzoate, its application will become more common.

Reference:
Patent; Sun Yat-sen University; Gu Qiong; Xu Jun; Fang Yuying; (20 pag.)CN109879856; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 58313-23-8, name is Ethyl-3-iodobenzoate, A new synthetic method of this compound is introduced below., Formula: C9H9IO2

General procedure: A dry and argon-flushed Schlenk tube, equipped with a magnetic stirring bar and a rubber septum was charged with Ni(acac)2 (12.8 mg, 0.05 mmol, 0.05 equiv) as catalyst, 4-fluorostyrene (24.4 mg, 0.20 mmol, 0.20 equiv), the aryl iodide or heteroaryl chloride 3 as electrophile (1.00 mmol, 1.00 equiv), and freshly distilled THF (1 mL). The resulting suspension was cooled to 0 C and the prior prepared bis-(aryl)manganese solution (0.70 mmol, 0.70 equiv) was added dropwise at the prior adjusted temperature. The reaction conversion was monitored by GC analysis of hydrolyzed aliquots. After full conversion of the electrophile, the reaction mixture was quenched with a sat. aq NH4Cl and extracted with EtOAc (3 ¡Á 75 mL). The combined organic layers were dried (MgSO4), filtered, and concentrated under reduced pressure. Purification of the crude product by flash column chromatography afforded the desired products.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Benischke, Andreas D.; Desaintjean, Alexandre; Juli, Thomas; Cahiez, Gerard; Knochel, Paul; Synthesis; vol. 49; 24; (2017); p. 5396 – 5412;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 58313-23-8, name is Ethyl-3-iodobenzoate, molecular formula is C9H9IO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Safety of Ethyl-3-iodobenzoate

Ethyl 3-iodobenzoate (0.92 g, 3.34 mmol, 1 eq.), phenylboronic acid (0.87 g, 5.02 mmol, 1.5 eq.), palladium(II)acetate (37 mg, 0.167 mmol, 0.05 eq.) and sodium carbonate (706 mg, 6.66 mmol, 2 eq.) were dissolved in DMF (20 mL) at room temperature under nitrogen. The reaction was then heated at 80 C. for 1.5 hours. Worked up by adding ethyl acetate and rinsing 4 times with water. The organic layer was dried over sodium sulfate and stripped to give a dark oil. Purified over silica gel in 9:1 to 1:1 hexanes/ethyl acetate to obtain 3′-Amino-[1,1′-biphenyl]-3-carboxylic acid, ethyl ester (420 mg) as an oil. Yield=55%. LCMS detects (M+H)+=242.41.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 58313-23-8, its application will become more common.

Reference:
Patent; Carter, Percy H.; Cherney, Robert J.; Batt, Douglas G.; Duncia, John V.; Gardner, Daniel S.; Ko, Soo S.; Srivastava, Anurag S.; Yang, Michael G.; US2005/54627; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com