Application of 496-12-8

Adding a certain compound to certain chemical reactions, such as: 496-12-8, name is Isoindoline, belongs to indolines-derivatives 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 496-12-8, category: indolines-derivatives

Adding a certain compound to certain chemical reactions, such as: 496-12-8, name is Isoindoline, belongs to indolines-derivatives 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 496-12-8, category: indolines-derivatives

To a stirred mixture of 17(4 g, 9.68 mmol) in anhydrousdichloromethane (50 mL) was added DIPEA (8.45mL, 48.4 mmol), HOBt (2.96g,19.36mmol),followed by EDCI·HCl (3.71g, 19.36 mmol) and isoindoline(2.197ml, 19.36 mmol). After the addition, the mixture was stirred at roomtemperature overnight. The mixture was diluted with dichloromethane (100 mL),washed with 2N HCl,sat. NaHCO3,H2O,brine and dried over anhydrous Na2SO4. Thesolvent were then concentrated in vacuo .The residue was recrystallized from a 20%DCM in Petroleum ether to afford the product (2,4-bis(benzyloxy)-5-bromophenyl)(isoindolin-2-yl)methanone18 asa white solid (3.5g, 70%),which was used in the next step without furtherpurification.1HNMR (400 MHz, Chloroform-d) delta 7.52 (s, 1H), 7.45-7.26 (m, 12H), 7.25-7.23(m, 1H), 7.12 (d, J = 7.2 Hz, 1H), 6.57 (s, 1H), 5.11 (s, 2H), 5.05 (s,2H), 4.96 (s, 2H), 4.62 (s, 2H).MS(ESI) : m/z 514 (M+H)+.Retention timeof 4.53 min, >99% pure.

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

Reference:
Article; Ren, Jing; Li, Jian; Wang, Yueqin; Chen, Wuyan; Shen, Aijun; Liu, Hongchun; Chen, Danqi; Cao, Danyan; Li, Yanlian; Zhang, Naixia; Xu, Yechun; Geng, Meiyu; He, Jianhua; Xiong, Bing; Shen, Jingkang; Bioorganic and Medicinal Chemistry Letters; vol. 24; 11; (2014); p. 2525 – 2529;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem