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, name: 5-Iodobenzo[d][1,3]dioxole
To a solution of tetrabutylammonium bromide (1.100 g, 3.33 mmol), potassium acetate (0.586 g, 3.57 mmol), palladium acetate (0.025 g, 0.11 mmol) in DMF (20 mL) were added 3,4-methylenedioxy-iodobenzene (2.21 mmol) and 4-ethenylpyridine (2.44 mmol). The reaction mixture was recharged with Argon and stirred at 80C for 5 h in a sealed tube. The mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous NaCl and concentrated in vacuo. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate, 10:3) to afford the desired product (E)-4-(2-(benzo[d][1,3]dioxol-5-yl)vinyl)pyridine (71) (Yield 37.5%, Purity 96.2%, CAS: 651741-80-9) as a yellow amorphous solid.HRMS (ESI) (M+H)+m/z226.0861, calcd for C14H12NO2226.0863.1H NMR (CDCl3, 500 MHz) delta: 8.51 (d,J= 5.0 Hz, 2H), 7.22 (d,J= 5.5 Hz, 2H), 7.11 (d,J= 16.5 Hz, 1H), 7.00 (s, 1H), 6.90 (d,J= 8.0 Hz, 1H), 6.72-6.76 (m, 2H), 5.91 (s, 2H).13C NMR (CDCl3, 125 MHz) delta: 149.7, 147.9, 147.9, 144.3, 132.3, 130.2, 123.7, 122.1, 120.2, 108.1, 105.4, 101.0.
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Reference:
Article; Liang, Jian-Hua; Yang, Liang; Wu, Si; Liu, Si-Si; Cushman, Mark; Tian, Jing; Li, Nuo-Min; Yang, Qing-Hu; Zhang, He-Ao; Qiu, Yun-Jie; Xiang, Lin; Ma, Cong-Xuan; Li, Xue-Meng; Qing, Hong; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 382 – 392;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com