Category: 5876-51-7

Adding a certain compound to certain chemical reactions, such as: 5876-51-7, name is 5-Iodobenzo[d][1,3]dioxole, 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 5876-51-7, Formula: C7H5IO2

General procedure: Aryl halide (1 mmol) and n-butyl acrylate (1.5 mmol) were added to a flask containing the aminoclay picolinic acid nano-Pd(0) complex catalyst (0.5 mg of the catalyst, containing 1.2 x 10-3 mmol of palladium) and n-Pr3N (1.5 mmol, 0.29 mL) in the absence of solvent. The mixture was stirred at 120 C in the air. After completion of the reaction (monitored by TLC), the reaction mixture was diluted with diethyl ether (5 mL) and the catalyst was separated by centrifuging. The diluted reaction mixture was extracted with water (3 9 15 mL). The ethereal layer was dried over anhydrous MgSO4 and condensed under the reduced pressure to provide the crude product. The crude product was purified by column chromatography using ethyl acetate and hexane mixtures as eluent to obtain the pure Heck product.

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Reference:
Article; Fahimi, Nafiseh; Sardarian, Ali Reza; Research on Chemical Intermediates; vol. 43; 8; (2017); p. 4923 – 4941;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 5876-51-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 5876-51-7 name is 5-Iodobenzo[d][1,3]dioxole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: All reactions were carried out in an 80 mL Teflon-lined stainless steel reactor equipped with a magnetic stirring bar. Typically, in a glovebox, the aryl iodides (1.0 mmol), RhI3(0.025 mmol), PPh3 (0.1 mmol), Et3N (1.2 mmol), and DMA (2 mL) were loaded into the reactor. Then, the autoclave was screwed up, charged with CO and H2 to a total pressure of 10 bar (1:1) and transferred to an oil bath preheated at 90 C, which was controlled by a Haake-D3 temperature controller. After completion of the reaction, the reactor was cooled in iced water and the gas carefully vented. The conversion and yield of the aryl iodides and arylaldehydes were determined by GC analysis using dodecane as an internal standard. For yield determination of the other products, the reaction mixture was first analyzed by GC-MS to determine the structures of the aromatic aldehyde products. Then, CH2Cl2 (5 mL) was added to the reaction mixture, after which deionized water (10 mL) was added to extract the solvent DMA for 5 times. The organic layer was dried over anhydrous Na2SO4, concentrated by rotary evaporation and finally purified by column chromatography on silica gel using n-hexane/ethyl acetate as eluent to obtain the pure products and isolated yields.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Iodobenzo[d][1,3]dioxole, and friends who are interested can also refer to it.

Reference:
Article; Chen, Suqing; Liu, Zhenghui; Mu, Tiancheng; Wang, Peng; Yan, Zhenzhong; Yu, Dongkun; Zhao, Xinhui; Beilstein Journal of Organic Chemistry; vol. 16; (2020); p. 645 – 656;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com