The important role of 2-Iodo-5-methylbenzoic acid

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52548-14-8, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 52548-14-8, name is 2-Iodo-5-methylbenzoic acid, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2-iodo-5-methylbenzoic acid (2a; 0.2 mmol, 1equiv), styrene 1a (0.8 mmol, 4 equiv) and NaHCO3 (0.26 mmol,1.3 equiv) in DMSO (4 mL) was put into a quartz reaction tube(10 mL). N2 was flowed in for 10 min, then the tube was sealedand exposed to illumination with a high-pressure mercurylamp at 300 nm wavelength for 6 h. Water (20 mL) was added tothe reaction system and the mixture was extracted with ethyl acetate (3 ¡Á 20 mL). The organic phase was washed with saturatedsalt water, dried with anhydrous sodium sulfate, and thecrude products were obtained under reduced pressure and concentration.The purified products were purified by silica gelcolumn chromatography (PE/EtOAc, 10:1), and the product 7-methyl-3-phenylisochroman-1-one 3a (75%) was obtained as apale-yellow liquid. 1H NMR (400 MHz, CDCl3): delta = 7.97 (s, 1 H), 7.52-7.33 (m, 6 H), 7.17 (d, J = 7.7 Hz, 1 H), 5.53 (dd, J = 12.0,3.2 Hz, 1 H), 3.29 (dd, J = 16.3, 12.0 Hz, 1 H), 3.10 (dd, J = 16.4,3.2 Hz, 1 H), 2.41 (s, 3 H). 13C NMR (151 MHz, CDCl3): delta = 165.6,138.6, 137.7, 135.0, 134.8, 130.6, 128.6, 128.6, 127.2, 126.1,124.8, 80.0, 35.2, 21.0. HRMS (ESI): m/z [M + H]+ calcd for C16H15O2: 239.1067; found: 239.1066.

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Reference:
Article; Zhang, Xiao; Huang, Binbin; Yang, Chao; Xia, Wujiong; Synlett; vol. 29; 1; (2018); p. 131 – 135;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com